Methanol → HCID 20305107, compound

HRID 839877Notes

Reaction equation

HRID 839877 reaction equation
[C:1]([CH2:4][CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[CH2:13][CH2:14][C:15](=[O:17])[CH3:16])([OH:3])=[O:2].[CH3:18]O>>[C:1]([CH2:4][CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[CH2:13][CH2:14][C:15](=[O:17])[CH3:16])([O:3][CH3:18])=[O:2]

Participants

3

Reactant 2

HCID 887MethanolHCID 20431454HCID 20431454, compound

Product 1

HCID 20305107HCID 20305107, compoundYield 89.4%

Procedure

A solution of 117 g (0.5 mol) of 4-[2-(3-carboxypropyl) phenyl]-2-butanone, 9, in 200 ml of absolute methanol containing 2 equivalents (1.0 mol) of boron trifluoride methanol complex was reluxed for 16 hours. It was concentrated and the residue washed with H2O, then aqueous sodium bicarbonate solution. After drying, it was distilled to give 111 g of the keto ester 10, bp 132°-136° C/0.2 mm.

Workup

  1. concentrationIt was concentrated
  2. washthe residue washed with H2O
  3. customAfter drying
  4. distillationit was distilled

Sources & evidence

ORD record
ord-0403f97338e745e49299cb73039d82d4
Source dataset
uspto-grants-1978_06
Patent number
US04097516

Reaction notes

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