Ethyl chloroformate → HCID 13457750, 화합물

HRID 280124노트

반응식

HRID 280124 반응식
[NH2:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[C:7](=[O:15])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[Cl:14].C(=O)(O)[O-].[Na+].Cl[C:22]([O:24][CH2:25][CH3:26])=[O:23]>ClCCl>[Cl:14][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[C:7]([C:3]1[N:2]([NH:1][C:22](=[O:23])[O:24][CH2:25][CH3:26])[CH:6]=[CH:5][CH:4]=1)=[O:15]

참가 물질

5

반응물 3

HCID 10928Ethyl chloroformateHCID 516892Sodium BicarbonateHCID 13457740HCID 13457740, 화합물

생성물 1

HCID 13457750HCID 13457750, 화합물수율 120.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

1-Amino-2-(2-chlorobenzoyl)pyrrole (32 g, 0.145 mol) was combined with sodium bicarbonate (30.2 g, 0.36 mol) in 400 ml of dichloromethane. To this rapidly stirred mixture was added ethyl chloroformate (18.6 g, 0.172 mol) over 2 minutes and the resultant slurry heated under reflux for 2.5 hours. The reaction mixture was quenched with 300 ml of H2O, separated, washed with H2O, dried (MgSO4), filtered, and evaporated to give 51 g of an oil. This oil was purified by HPLC (silica, 10:1 DCM-ethyl acetate) to give after evaporation 32.8 g (77%) of crystals, m.p. 90°-92°.

후처리

  1. temperaturethe resultant slurry heated
  2. temperatureunder reflux for 2.5 hours
  3. customThe reaction mixture was quenched with 300 ml of H2O
  4. customseparated
  5. washwashed with H2O
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. customevaporated

출처 및 근거

ORD 기록
ord-53ac52a44d5744ef99b2a8de4a7d36a4
출처 데이터셋
uspto-grants-1986_05
특허 번호
US04588727

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