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Water → 2-(3-Nitrophenyl)-2-oxoethyl acetate

HRID 221400
Notes
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Reaction equation

HRID 221400 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-:13])=[O:12])[CH:6]=1)=[O:4].[CH3:14][C:15]([O-:17])=[O:16].[Na+].O>CC(CC)=O>[C:15]([O:17][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-:13])=[O:12])[CH:6]=1)=[O:4])(=[O:16])[CH3:14]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 962WaterHCID 752132-Bromo-1-(3-nitrophenyl)ethan-1-oneHCID 517045Sodium Acetate

Product 1

HCID 131738002-(3-Nitrophenyl)-2-oxoethyl acetateYield 87.5%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

2-Bromo-1-(3-nitrophenyl)ethanone (25 g) was dissolved in methylethyl ketone (150 mL). NaOAc (12.5 g) was added and the mixture stirred for 48 hours. Water (100 mL) was added and the reaction mixture extracted with DCM. The DCM layer was dried over Na2SO4 and concentrated to give the title compound (20 g, 87%).

Workup

  1. extractionthe reaction mixture extracted with DCM
  2. dry with materialThe DCM layer was dried over Na2SO4
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-125495b67b2042a49067997dd3748cf8
Source dataset
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08207167B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes