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ChemicalBook CAS DataBase List Methyl 4-hydroxybicyclo[2.2.2]octane-1-carboxylate
23062-53-5

Methyl 4-hydroxybicyclo[2.2.2]octane-1-carboxylate synthesis

14synthesis methods
-

Yield: 99%

Reaction Conditions:

in methanol;hexane at 20; for 2 h;

Steps:

7.a Example 7 ; 4- [4-BENZO [1, 3] DIOXOL-5-YL-3- (6-METHYL-PYRIDIN-2-YL)-PYRAZOL-1-YL]- bicyclo [2. 2. 2] octane-l-carboxylic acid methyl ester ; Synthesis of the title compound is described in parts (a)- (C) below. ; (a) 4-HYDROXY-BICYCLO [2. 2. 2] octane-l-carboxylic acid methyl ester
To a solution of 4-hydroxy-bicyclo [2. 2. 2] OCTANE-1-CARBOXYLIC acid (0. 10 g, 0. 59 mmol) in methanol (5 mL), was slowly added a solution of (trimethylsilyl) diazomethane in hexane (2. 0 M, 1 mL). The reaction mixture was stirred for 2 hours at room temperature. Solvent was then removed to give 4-hydroxy- bicyclo [2. 2. 2] octane-1-carboxylic acid methyl ester as a yellow solid (0. 105 g, 99%). H NMR (300 MHz, CDC13, 5) : 3. 56 (s, 3H), 1. 85 (m, 6H), 1. 59 (m, 6H).

References:

BIOGEN IDEC MA INC. WO2004/72033, 2004, A2 Location in patent:Page 40-41

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