Potassium Hydroxide → HCID 54271356, compound

HRID 2285743Notes

Reaction equation

HRID 2285743 reaction equation
[OH-].[K+].[CH2:3]([O:5][C:6](=[O:23])[CH:7]([CH2:13][CH2:14][CH2:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:8]([O:10]CC)=[O:9])[CH3:4]>C(O)C>[CH2:3]([O:5][C:6](=[O:23])[CH:7]([CH2:13][CH2:14][CH2:15][CH2:16][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)[C:8]([OH:10])=[O:9])[CH3:4]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 10661321HCID 10661321, compound

Product 1

HCID 54271356HCID 54271356, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of 17.8 g of potassium hydroxide in 200 ml of ethanol is added dropwise to 91 g of 4-phenylbutylmalonic acid diethyl ester in 200 ml of ethanol at room temperature (20° C.). The mixture is stirred for 24 hours and substantially concentrated in vacuo; the residue is taken up in 500 ml of water, and the aqueous mixture is extracted twice with 100 ml of diethyl ether each time. The aqueous phase is acidified with concentrated hydrochloric acid (while cooling with ice) and extracted 3 times with 200 ml of diethyl ether each time; after drying over sodium sulfate, the organic phase is concentrated. 72.8 g of a viscous oil remain.

Workup

  1. concentrationsubstantially concentrated in vacuo
  2. extractionthe aqueous mixture is extracted twice with 100 ml of diethyl ether each time
  3. extractionextracted 3 times with 200 ml of diethyl ether each time
  4. dry with materialafter drying over sodium sulfate
  5. concentrationthe organic phase is concentrated

Sources & evidence

ORD record
ord-b5fa7374ce054dceb457e51d080aa723
Source dataset
uspto-grants-1982_04
Patent number
US04324796

Reaction notes

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