Sodium Hydroxide → trans-2-(trans-2-Methylcyclohexylcarbamoyl)-cyclopropanecarboxylic acid

反応式

C[O:2][C:3]([C@@H:5]1[CH2:7][C@H:6]1[C:8](=[O:17])[NH:9][CH:10]1[CH2:15][CH2:14][CH:13](C)[CH2:12][CH2:11]1)=[O:4].[OH-].[Na+].CO.O1CCOC[CH2:23]1>>[CH3:23][C@@H:15]1[CH2:14][CH2:13][CH2:12][CH2:11][C@H:10]1[NH:9][C:8]([C@@H:6]1[CH2:7][C@H:5]1[C:3]([OH:2])=[O:4])=[O:17]

参加物

反応物 3

HCID 14798Sodium Hydroxide

HCID 21966525Dioxane Methanol

HCID 68456814trans-2-(4-Methyl-cyclohexylcarbamoyl)-cyclopropanecarboxylic acid methyl ester

生成物 1

HCID 68455212trans-2-(trans-2-Methylcyclohexylcarbamoyl)-cyclopropanecarboxylic acid収率 87%

実験手順

Stir a solution of trans-2-(4-methyl-cyclohexylcarbamoyl)-cyclopropane-carboxylic acid monomethyl ester (Example 11a) (4.5 g, 19.8 mmol), 5N NaOH (40 mL) and MeOH/dioxane overnight. Concentrate the reaction mixture under vacuum, cool the resulting solution and acidify to pH 5. Collect the precipitate, wash (H2O) and dry under vacuum at 40° C. to obtain 3.7 g (87%) of solid.