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Water → 1-[2-(Benzyloxy)-6-hydroxyphenyl]ethan-1-one

HRID 230869
Notes
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Reaction equation

HRID 230869 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([OH:8])[C:3]=1[C:9](=[O:11])[CH3:10].C(=O)([O-])[O-].[K+].[K+].[CH2:18](Br)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.O>CC(C)=O>[CH2:18]([O:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([OH:8])[C:3]=1[C:9](=[O:11])[CH3:10])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 962WaterHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 696872',6'-Dihydroxyacetophenone

Product 1

HCID 27751871-[2-(Benzyloxy)-6-hydroxyphenyl]ethan-1-one

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a mixture of 2′,6′-dihydroxyacetophenone (4 g) and potassium carbonate (3.82 g) in acetone (40 mL) was added benzyl bromide (3.13 mL), and the mixture was stirred at room temperature overnight. The reaction mixture was poured into water, and the precipitated crystals were collected by filtration. The crystals were washed with water and n-hexane, and dried under reduced pressure to give the title compound (3.67 g).

Workup

  1. filtrationthe precipitated crystals were collected by filtration
  2. washThe crystals were washed with water and n-hexane
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-ad510b46ab0447c5abe0f9bfcbc6058e
Source dataset
uspto-grants-2009_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07566699B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes