Methanol → HCID 20305107, compound

HRID 866681Notes

Reaction equation

HRID 866681 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 refluxed 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-e3b50f3564c140259110c50ff8fac2da
Source dataset
uspto-grants-1978_07
Patent number
US04100353

Reaction notes

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