Potassium Carbonate → HCID 22990130, compound

HRID 1169350Notes

Reaction equation

HRID 1169350 reaction equation
[OH:1][C:2]1[CH:9]=[CH:8][C:7]([Br:10])=[CH:6][C:3]=1[CH2:4][OH:5].Br[CH2:12][C:13]([C:15]1[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=1)=[O:14].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Br:10][C:7]1[CH:8]=[CH:9][C:2]([O:1][CH2:12][C:13]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=2)=[O:14])=[C:3]([CH2:4][OH:5])[CH:6]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 692722-Bromo-4'-methylacetophenoneHCID 753425-Bromo-2-hydroxybenzyl alcohol

Product 1

HCID 22990130HCID 22990130, compoundYield 72.7%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixed solution of 2-hydroxy-5-bromobenzyl alcohol (3.00 g) and 2-bromo-4′-methylacetophenone (3.50 g) and potassium carbonate (2.45 g) in acetone (50 ml) was stirred at 80° C. for 4 hours. After cooling to room temperature, a solid material was removed by filtration and the filtrate was concentrated under reduced pressure. The residue was subjected to separation and purification using column chromatography (ethyl acetate/hexane 2:3→1:1) to obtain 2-[4-bromo-2-(hydroxymethyl)phenoxy]-1-(4-methylphenyl)-1-ethanone (3.60 g) as colorless crystals.

Workup

  1. customa solid material was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was subjected to separation and purification

Sources & evidence

ORD record
ord-f324540ea69d4abab55ce9815571f4b7
Source dataset
uspto-grants-2003_09
Patent number
US06627651B1

Reaction notes

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