Water → HCID 178448086, compound

Reaction equation

[CH2:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([C:10](O)=[O:11])[CH2:6][CH2:5]1)[CH2:2][CH3:3].[H-].[Al+3].[Li+].[H-].[H-].[H-].O>[Na]>[CH2:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([CH2:10][OH:11])[CH2:6][CH2:5]1)[CH2:2][CH3:3]

Participants

Procedure

Trans-4-n-propylcyclohexane-1-carboxylic acid (0.14 mole) was dissolved in sodium dried ether (150 ml) and added dropwise to a vigorously stirred suspension of lithium aluminium hydride (0.3 mole) in sodium dried ether (300 ml). When addition was completed the mixture was heated under reflux for 2 hours. On cooling, water was cautiously added to destroy the excess of lithium aluminium hydride. The mixture was then poured into a 20% hydrochloric acid solution and stirred until the inorganic salts were dissolved. The product was extracted into ether, which was then washed with water and dried (MgSO4). The ether was evaporated off and the residue distilled. The product boils at 148° C. at a pressure of 25 mm Hg.