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- https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_II_(Morsch_et_al.)/17%3A_Alcohols_and_Phenols/17.08%3A_Protection_of_Alcoholsdescribe one common method for protecting the hydroxy group of an alcohol, and give an example of its use (e.g., in the preparation of a Grignard reagent). There are several methods for protecting an ...describe one common method for protecting the hydroxy group of an alcohol, and give an example of its use (e.g., in the preparation of a Grignard reagent). There are several methods for protecting an alcohol, however, the most common is the reaction with a chlorotrialkylsilane, Cl-SiR 3 This reactions forms a trialkylsilyl ether, R'O-SiR 3 . One of the most common reagents is chlorotrimethylsilane [(CH 3 ) 3 SiCl] which is often used in conjunction with a base, such as triethylamine.
- https://chem.libretexts.org/Courses/can/CHEM_231%3A_Organic_Chemistry_I_Textbook/12%3A_Alcohols_and_Phenols/12.08%3A_Protection_of_AlcoholsOne of the more common methods of alcohol protection involves reaction with a chlorotrialkylsilane, Cl–SiR 3 , to yield a trialkylsilyl ether, R′–O–SiR 3 . (Chloro-tert-butyldimethylsilane), usually a...One of the more common methods of alcohol protection involves reaction with a chlorotrialkylsilane, Cl–SiR 3 , to yield a trialkylsilyl ether, R′–O–SiR 3 . (Chloro-tert-butyldimethylsilane), usually abbreviated either TBS or TBDMS is often used, as is chlorotrimethylsilane (TMS), and the reaction is carried out in the presence of a base, such as triethylamine, to help form the alkoxide anion from the alcohol and to remove the HCl by-product from the reaction.
- https://chem.libretexts.org/Courses/Martin_Luther_College/Organic_Chemistry_-_MLC/03%3A_Alcohols_Ethers_Thiols_Sulfides_and_Amines/3.01%3A_Alcohols_and_Phenols/3.1.09%3A_Protection_of_Alcoholsdescribe one common method for protecting the hydroxy group of an alcohol, and give an example of its use (e.g., in the preparation of a Grignard reagent). There are several methods for protecting an ...describe one common method for protecting the hydroxy group of an alcohol, and give an example of its use (e.g., in the preparation of a Grignard reagent). There are several methods for protecting an alcohol, however, the most common is the reaction with a chlorotrialkylsilane, Cl-SiR 3 This reactions forms a trialkylsilyl ether, R'O-SiR 3 . One of the most common reagents is chlorotrimethylsilane [(CH 3 ) 3 SiCl] which is often used in conjunction with a base, such as triethylamine.
- https://chem.libretexts.org/Courses/Smith_College/CHM_222_Chemistry_II%3A_Organic_Chemistry_(2025)/09%3A_Alcohols_and_Phenols/9.09%3A_Protection_of_Alcoholsdescribe one common method for protecting the hydroxy group of an alcohol, and give an example of its use (e.g., in the preparation of a Grignard reagent). There are several methods for protecting an ...describe one common method for protecting the hydroxy group of an alcohol, and give an example of its use (e.g., in the preparation of a Grignard reagent). There are several methods for protecting an alcohol, however, the most common is the reaction with a chlorotrialkylsilane, Cl-SiR 3 This reactions forms a trialkylsilyl ether, R'O-SiR 3 . One of the most common reagents is chlorotrimethylsilane [(CH 3 ) 3 SiCl] which is often used in conjunction with a base, such as triethylamine.
- https://chem.libretexts.org/Workbench/Chemistry_LHS_Bridge/15%3A_Alcohols_and_Phenols/15.09%3A_Protection_of_Alcoholsdescribe one common method for protecting the hydroxy group of an alcohol, and give an example of its use (e.g., in the preparation of a Grignard reagent). There are several methods for protecting an ...describe one common method for protecting the hydroxy group of an alcohol, and give an example of its use (e.g., in the preparation of a Grignard reagent). There are several methods for protecting an alcohol, however, the most common is the reaction with a chlorotrialkylsilane, Cl-SiR 3 This reactions forms a trialkylsilyl ether, R'O-SiR 3 . One of the most common reagents is chlorotrimethylsilane [(CH 3 ) 3 SiCl] which is often used in conjunction with a base, such as triethylamine.
- https://chem.libretexts.org/Workbench/Community_College_of_Baltimore_County_Organic_Chemistry_1/11%3A_Alcohols_and_Phenols/11.09%3A_Protection_of_Alcoholsdescribe one common method for protecting the hydroxy group of an alcohol, and give an example of its use (e.g., in the preparation of a Grignard reagent). There are several methods for protecting an ...describe one common method for protecting the hydroxy group of an alcohol, and give an example of its use (e.g., in the preparation of a Grignard reagent). There are several methods for protecting an alcohol, however, the most common is the reaction with a chlorotrialkylsilane, Cl-SiR 3 This reactions forms a trialkylsilyl ether, R'O-SiR 3 . One of the most common reagents is chlorotrimethylsilane [(CH 3 ) 3 SiCl] which is often used in conjunction with a base, such as triethylamine.
- https://chem.libretexts.org/Courses/Smith_College/Organic_Chemistry_(LibreTexts)/17%3A_Alcohols_and_Phenols/17.09%3A_Protection_of_Alcoholsdescribe one common method for protecting the hydroxy group of an alcohol, and give an example of its use (e.g., in the preparation of a Grignard reagent). There are several methods for protecting an ...describe one common method for protecting the hydroxy group of an alcohol, and give an example of its use (e.g., in the preparation of a Grignard reagent). There are several methods for protecting an alcohol, however, the most common is the reaction with a chlorotrialkylsilane, Cl-SiR 3 This reactions forms a trialkylsilyl ether, R'O-SiR 3 . One of the most common reagents is chlorotrimethylsilane [(CH 3 ) 3 SiCl] which is often used in conjunction with a base, such as triethylamine.
- https://chem.libretexts.org/Workbench/LCDS_Organic_Chemistry_OER_Textbook_-_Todd_Trout/17%3A_Alcohols_and_Phenols/17.09%3A_Protection_of_AlcoholsOne of the more common methods of alcohol protection involves reaction with a chlorotrialkylsilane, Cl–SiR 3 , to yield a trialkylsilyl ether, R′–O–SiR 3 . (Chloro-tert-butyldimethylsilane), usually a...One of the more common methods of alcohol protection involves reaction with a chlorotrialkylsilane, Cl–SiR 3 , to yield a trialkylsilyl ether, R′–O–SiR 3 . (Chloro-tert-butyldimethylsilane), usually abbreviated either TBS or TBDMS is often used, as is chlorotrimethylsilane (TMS), and the reaction is carried out in the presence of a base, such as triethylamine, to help form the alkoxide anion from the alcohol and to remove the HCl by-product from the reaction.
- https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_(OpenStax)/17%3A_Alcohols_and_Phenols/17.08%3A_Protection_of_AlcoholsIt often happens, particularly during the synthesis of complex molecules, that one functional group in a molecule interferes with an intended reaction on another functional group elsewhere in the same...It often happens, particularly during the synthesis of complex molecules, that one functional group in a molecule interferes with an intended reaction on another functional group elsewhere in the same molecule. We saw earlier in this chapter, for instance, that a Grignard reagent can’t be prepared from an alcohol-containing halidel because the C–Mg bond is not compatible with the presence of an acidic –OH group in the same molecule.
