Phenyl chloroformate → Phenyl (2,3-dichlorophenoxy)carbamate

HRID 1073024노트

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HRID 1073024 반응식
[Cl:1][C:2]1[C:9]([Cl:10])=[CH:8][CH:7]=[CH:6][C:3]=1[O:4][NH2:5].Cl[C:12]([O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:13]>N1C=CC=CC=1.ClCCl>[C:15]1([O:14][C:12](=[O:13])[NH:5][O:4][C:3]2[CH:6]=[CH:7][CH:8]=[C:9]([Cl:10])[C:2]=2[Cl:1])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

참가 물질

5

반응물 2

HCID 15891Phenyl chloroformateHCID 13574896HCID 13574896, 화합물

생성물 1

HCID 13746370Phenyl (2,3-dichlorophenoxy)carbamate수율 83%

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 6344Dichloromethane용매2회

실험 절차

9.10 g (51.1 mmole) of 2,3-dichlorophenoxyamine was dissolved in 7.5 ml of pyridine and 70 ml of dichloromethane, and the solution was cooled to -10° C. Then, 30 ml of a dichloromethane solution containing 7.28 g (46.5 mmole) of phenyl chloroformate was dropwise added thereto over a period of 1 hour, and the mixture was stirred at a temperature of from -10° to 25° C. for 6 hours. The solvent was distilled off under reduced pressure, and 300 ml of ethyl acetate was added. The mixture was washed with water and a saturated sodium chloride aqueous solution, and dried over anhydrous magnesium sulfate. Ethyl acetate was distilled off under reduced pressure, and the residue thereby obtained was recrystallized from toluene/hexane, whereby 11.5 g of the desired product was obtained as light brown crystals (yield: 83%)

후처리

  1. additionwas dropwise added
  2. distillationThe solvent was distilled off under reduced pressure, and 300 ml of ethyl acetate
  3. additionwas added
  4. washThe mixture was washed with water
  5. dry with materiala saturated sodium chloride aqueous solution, and dried over anhydrous magnesium sulfate
  6. distillationEthyl acetate was distilled off under reduced pressure
  7. customthe residue thereby obtained
  8. customwas recrystallized from toluene/hexane

출처 및 근거

ORD 기록
ord-a338d541ede243e78ebd07fe6869ae6a
출처 데이터셋
uspto-grants-1990_11
특허 번호
US04968341

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