(4-Nitrophenyl)acetic acid → Benzeneacetyl chloride, 4-nitro-

HRID 450077

Reaction equation

HRID 450077 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11]([OH:13])=O)=[CH:6][CH:5]=1)([O-:3])=[O:2].S(Cl)([Cl:16])=O>C1C=CC=CC=1>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11]([Cl:16])=[O:13])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 4661(4-Nitrophenyl)acetic acidHCID 24386Thionyl Chloride

Product 1

HCID 6452210Benzeneacetyl chloride, 4-nitro-Yield 91%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To mixture of p-nitrophenylacetic acid (1 g, 5.5 mmol) in benzene (10 ml) was added thionyl chloride (0.8 ml) at room temperature. The reaction mixture was heated to reflux for 12 hr and then cooled. The excess thionyl chloride and benzene were removed in vacuo to obtain (4-nitro-phenyl)-acetyl chloride (1 g, 91%).

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 12 hr
  3. temperaturecooled
  4. customThe excess thionyl chloride and benzene were removed in vacuo

Sources & evidence

ORD record
ord-f9c31a1a115c401fa9f3dac308421650
Source dataset
uspto-grants-2013_07
Patent number
US08486962B2

Linked notes

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