Dimethylformamide → 2-Bromo-4-methylbenzamide

HRID 657317

반응식

HRID 657317 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-46a2cb238e6d4baca3a6f85a64244329
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08071588B2

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