Dimethylformamide → 2-Bromo-4-methylbenzamide

HRID 662019

반응식

HRID 662019 반응식
[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]

참가 물질

5

반응물 2

HCID 6228DimethylformamideHCID 2262922-Bromo-4-methylbenzoic acid

생성물 1

HCID 2623402-Bromo-4-methylbenzamide수율 99%

시약·촉매·용매 2

HCID 1140Toluene용매HCID 24386Thionyl Chloride용매

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온도
50 °C

실험 절차

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 cooling 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%).

후처리

  1. additionwere added
  2. temperatureAfter cooling 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

출처 및 근거

ORD 기록
ord-5368abd18b004492846f479fd4b79fd8
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08084449B2

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