Sodium Hydroxide → HCID 15735659, compound

Reaction equation

[CH:1]1(/[CH:7]=[C:8](\[CH2:14][P:15]([O:21][CH2:22][CH3:23])([CH2:17][CH:18]([CH3:20])[CH3:19])=[O:16])/[C:9]([O:11]CC)=[O:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[Na+]>C(O)C.O>[CH:1]1(/[CH:7]=[C:8](\[CH2:14][P:15]([O:21][CH2:22][CH3:23])([CH2:17][CH:18]([CH3:19])[CH3:20])=[O:16])/[C:9]([OH:11])=[O:10])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

Procedure

To a solution of 176 mg (0.51 millimole) of ethyl (Z)-3-cyclohexyl-2-(ethoxyisobutylphosphinoyl)methylpropenoate in 2 ml of ethanol was added 1 N sodium hydroxide (0.51 ml) and the solution was stirred at room temperature for 3 hours, and then refluxed for 30 minutes. After cooling, the reaction mixture was diluted with 30 ml of water, and extracted with 20 ml of ether. The aqueous layer was acidified with 4 N hydrochloric acid, and extracted three times with 20 ml of ether each time. The combined organic layers were washed with 10 ml of a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give 143 mg (yield of the captioned compound as a colorless oil.