Potassium Carbonate → Methyl 3-chloro-4-(2-oxopropoxy)phenylacetate

HRID 1901202Notes

Reaction equation

HRID 1901202 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([O:12][CH3:13])=[O:11])[CH:5]=[CH:6][C:7]=1[OH:8].Br[CH2:15][C:16](=[O:18])[CH3:17].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([O:12][CH3:13])=[O:11])[CH:5]=[CH:6][C:7]=1[O:8][CH2:15][C:16](=[O:18])[CH3:17]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 11715BromoacetoneHCID 92625Methyl 3-chloro-4-hydroxyphenylacetate

Product 1

HCID 21832158Methyl 3-chloro-4-(2-oxopropoxy)phenylacetate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Following a procedure similar to that described in Preparation 3, but using 20 g of methyl 3-chloro-4-hydroxyphenylacetate, 27 g of bromoacetone, 28 g of potassium carbonate and 300 ml of dimethylformamide, the title compound was obtained having an Rf=0.33 (thin layer chromatography over silica gel, using a 3:1 by volume mixture of hexane and ethyl acetate as the developing solvent).

Workup

  1. customthat described in Preparation 3

Sources & evidence

ORD record
ord-bf7bc8212f7d4fc0a73fade5178b1387
Source dataset
uspto-grants-1996_11
Patent number
US05576340

Reaction notes

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