Water → N-(2-Bromo-4,5-dimethylphenyl)acetamide

HRID 2054449Notes

Reaction equation

HRID 2054449 reaction equation
[Br:1]Br.[CH3:3][C:4]1[CH:5]=[C:6]([NH:11][C:12](=[O:14])[CH3:13])[CH:7]=[CH:8][C:9]=1[CH3:10].O>C(O)(=O)C>[Br:1][C:7]1[CH:8]=[C:9]([CH3:10])[C:4]([CH3:3])=[CH:5][C:6]=1[NH:11][C:12](=[O:14])[CH3:13]

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 751443',4'-Dimethylacetanilide

Product 1

HCID 890424N-(2-Bromo-4,5-dimethylphenyl)acetamide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Bromine (5.08 mL, 99.1 mmol) was added over 1 h to a stirred solution of N-(3,4-dimethylphenyl)acetamide 1-6 (13.5 g, 82.6 mmol) in acetic acid (200 mL) at approximately 15° C. After 15 minutes, water (400 mL) was added until no further precipitation was observed. The resultant solid was filtered, washed with water (until white) and dried in vacuo to afford 1-7 as a white crystalline solid.

Workup

  1. filtrationThe resultant solid was filtered
  2. washwashed with water (until white)
  3. customdried in vacuo

Sources & evidence

ORD record
ord-87e78d3199784d24a008178ba96ea34b
Source dataset
uspto-grants-2008_02
Patent number
US07329673B2

Reaction notes

Loading…