Sodium Hydroxide → HCID 15735659, compound

HRID 704610Notes

Reaction equation

HRID 704610 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

5

Reactant 2

HCID 14798Sodium HydroxideHCID 15735543HCID 15735543, compound

Product 1

HCID 15735659HCID 15735659, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

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.

Workup

  1. temperaturerefluxed for 30 minutes
  2. temperatureAfter cooling
  3. extractionextracted with 20 ml of ether
  4. extractionextracted three times with 20 ml of ether each time
  5. washThe combined organic layers were washed with 10 ml of a saturated aqueous solution of sodium chloride
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-d143f3b897614f6b8c5deb4c9336a4f5
Source dataset
uspto-grants-1991_01
Patent number
US04988681

Reaction notes

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