Dimethylformamide → 2-Bromo-4-methylbenzamide

HRID 564438

反応式

HRID 564438 の反応式
[Br:1][C:2]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].C[N:13](C=O)C>C1(C)C=CC=CC=1.S(Cl)(Cl)=O>[Br:1][C:2]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:3]=1[C:4]([NH2:13])=[O:5]

参加物

5

反応物 2

HCID 6228DimethylformamideHCID 2262922-Bromo-4-methylbenzoic acid

生成物 1

HCID 2623402-Bromo-4-methylbenzamide収率 99%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 24386Thionyl Chloride溶媒

反応条件

温度
50 °C

実験手順

To a suspension of 2-bromo-4-methylbenzoic acid (15.0 g, 69.8 mmol) in toluene (60 mL), thionyl chloride (10.3 mL) and DMF (0.10 mL) were added and stirred at 50° C. for 3 h. After cooled to room temperature, the excess thionyl chloride was removed in vacuo. The residue was dissolved in toluene (50 mL), and the mixture was added to the solution of ammonia (25%, 60 mL). The white precipitate was filtered over Celite and dried in vacuo to afford 2-bromo-4-methylbenzamide (14.8 g, 99%).

後処理

  1. additionwere added
  2. temperatureAfter cooled to room temperature
  3. customthe excess thionyl chloride was removed in vacuo
  4. dissolutionThe residue was dissolved in toluene (50 mL)
  5. additionthe mixture was added to the solution of ammonia (25%, 60 mL)
  6. filtrationThe white precipitate was filtered over Celite
  7. customdried in vacuo

出典と根拠

ORDレコード
ord-8ae5b16d78a84ca3a97bbd9ab801acac
出典データセット
uspto-grants-2011_11
特許番号
US08067408B2

関連ノート

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