2-(4-Fluorobenzyl)malonic acid → 3-(4-Fluorophenyl)propionic acid

HRID 2285754Notes

Reaction equation

HRID 2285754 reaction equation
[F:1][C:2]1[CH:15]=[CH:14][C:5]([CH2:6][CH:7](C(O)=O)[C:8]([OH:10])=[O:9])=[CH:4][CH:3]=1>C(OCC)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][CH2:7][C:8]([OH:10])=[O:9])=[CH:14][CH:15]=1

Participants

3

Reactant 1

HCID 151206432-(4-Fluorobenzyl)malonic acid

Product 1

HCID 1363023-(4-Fluorophenyl)propionic acid

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The 4-fluorobenzylmalonic acid is heated to 170° to 175° for 1.5 hours. After cooling, the reaction product is stirred with a little diethyl ether. 41.6 g of 3-(4-fluorophenyl)propionic acid of m.p. 85° to 88° [from ethyl acetate/petroleum ether (1:4)] thereby crystallize out.

Workup

  1. temperatureAfter cooling
  2. custom41.6 g of 3-(4-fluorophenyl)propionic acid of m.p. 85° to 88° [from ethyl acetate/petroleum ether (1:4)] thereby crystallize out

Sources & evidence

ORD record
ord-7cdfbbdea63c4c01af61020d152c9f57
Source dataset
uspto-grants-1982_04
Patent number
US04324796

Reaction notes

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