Acetyl chloride → Methyl 3-(acetylamino)-2-iodobenzoate

HRID 1639834노트

반응식

HRID 1639834 반응식
[NH2:1][C:2]1[C:3]([I:12])=[C:4]([CH:9]=[CH:10][CH:11]=1)[C:5]([O:7][CH3:8])=[O:6].C(N(CC)CC)C.[C:20](Cl)(=[O:22])[CH3:21]>C(Cl)Cl.O>[C:20]([NH:1][C:2]1[C:3]([I:12])=[C:4]([CH:9]=[CH:10][CH:11]=1)[C:5]([O:7][CH3:8])=[O:6])(=[O:22])[CH3:21]

참가 물질

6

반응물 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 18340005Methyl 3-amino-2-iodobenzoate

생성물 1

HCID 59334493Methyl 3-(acetylamino)-2-iodobenzoate수율 95%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

To a solution of methyl 3-amino-2-iodobenzoate (70.0 g, 253 mmol) in methylene chloride (1000 mL) was added triethylamine (52.8 mL, 379 mmol) and the mixture was stirred at 0° C. for 30 min. To the reaction mixture was added acetyl chloride (35.9 mL, 505 mmol) at 0° C. and the mixture was stirred at room temperature for 4 hr. The reaction mixture was diluted with water, and extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=1/10) to give the title compound (76.6 g, yield 95%).

후처리

  1. stirringthe mixture was stirred at room temperature for 4 hr
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customthe solvent was evaporated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane=1/10)

출처 및 근거

ORD 기록
ord-66e6ae64cc92405ea571b48c6759a00d
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08110585B2

반응 노트

불러오는 중…