Hydrochloric Acid → Ethyl 3-acetylamino-4-nitrobenzoate

HRID 1276873노트

반응식

HRID 1276873 반응식
[C:1](Cl)(=[O:3])[CH3:2].[NH2:5][C:6]1[CH:7]=[C:8]([CH:14]=[CH:15][C:16]=1[N+:17]([O-:19])=[O:18])[C:9]([O:11][CH2:12][CH3:13])=[O:10].Cl>CN(C)C1C=CC=CC=1>[C:1]([NH:5][C:6]1[CH:7]=[C:8]([CH:14]=[CH:15][C:16]=1[N+:17]([O-:19])=[O:18])[C:9]([O:11][CH2:12][CH3:13])=[O:10])(=[O:3])[CH3:2]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 13170941Ethyl 3-amino-4-nitrobenzoate

생성물 1

HCID 18315393Ethyl 3-acetylamino-4-nitrobenzoate

시약·촉매·용매 1

HCID 949N,N-Dimethylaniline용매

실험 절차

Nine milliliters of acetyl chloride were added to a mixture of 18.4 g of ethyl 3-amino-4-nitrobenzoate and 200 ml of N,N-dimethylaniline while being cooled with ice. The mixture was stirred at room temperature for 2 hours and then at 50° C. for 2 hours. The reaction solution was poured into cold 1-N hydrochloric acid, and the mixture was extracted twice with ethyl acetate. The organic layer was washed with 1-N hydrochloric acid and then with water, and was dried. The solvent was then distilled off under reduced pressure. The residue was purified through silica-gel column chromatography (eluent: a mixture of ethyl acetate and hexane at a ratio of from 1:10 to 1:4) to give 19.6 g of ethyl 3-acetylamino-4-nitrobenzoate.

후처리

  1. temperaturewhile being cooled with ice
  2. waitat 50° C. for 2 hours
  3. extractionthe mixture was extracted twice with ethyl acetate
  4. washThe organic layer was washed with 1-N hydrochloric acid
  5. dry with materialwith water, and was dried
  6. distillationThe solvent was then distilled off under reduced pressure
  7. customThe residue was purified through silica-gel column chromatography (eluent
  8. additiona mixture of ethyl acetate and hexane at a ratio of from 1:10 to 1:4)

출처 및 근거

ORD 기록
ord-77081ca11c104bba93fd860fc4085020
출처 데이터셋
uspto-grants-2000_12
특허 번호
US06166219

반응 노트

불러오는 중…