反应详情

1-Cyano-cyclopentanecarboxylic acid ethyl ester (2.00 g, 12.0 mmol) was dissolved in anhydrous tetrahydrofuran (5 ml) under nitrogen and lithium aluminium hydride (36 ml, 36 mmoles, 1.0M in THF) was added dropwise at 0° C. After stirring at room temperature for 24 h water was carefully added to the reaction and the product mixture extracted with ethyl acetate (3×50 ml). The organic layers were combined and washed with water (40 ml) and saturated sodium chloride solution (25 ml). The combined organic phases were dried over magnesium sulphate, filtered and evaporated under reduced pressure to give 1-hydroxymethyl-cyclopentanecarbonitrile (75 mg, 28%) as an oil which solidified on standing to give a waxy yellow solid.

1. additionwas carefully added to the reaction
2. extractionthe product mixture extracted with ethyl acetate (3×50 ml)
3. washwashed with water (40 ml) and saturated sodium chloride solution (25 ml)
4. dry with materialThe combined organic phases were dried over magnesium sulphate
5. filtrationfiltered
6. customevaporated under reduced pressure