1-Chloroethyl chloroformate → 3-[2-(Trifluoromethyl)-4'-(difluoromethoxy)benzhydryloxy]azetidine hydrochloride

HRID 1785721노트

반응식

HRID 1785721 반응식
C([N:14]1[CH2:17][CH:16]([O:18][CH:19]([C:30]2[CH:35]=[CH:34][C:33]([O:36][CH:37]([F:39])[F:38])=[CH:32][CH:31]=2)[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[C:26]([F:29])([F:28])[F:27])[CH2:15]1)(C1C=CC=CC=1)C1C=CC=CC=1.[Cl:40]C(OC(Cl)C)=O>C(Cl)Cl>[ClH:40].[F:29][C:26]([F:27])([F:28])[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=1[CH:19]([O:18][CH:16]1[CH2:17][NH:14][CH2:15]1)[C:30]1[CH:35]=[CH:34][C:33]([O:36][CH:37]([F:38])[F:39])=[CH:32][CH:31]=1

참가 물질

4

반응물 2

HCID 5213051-Chloroethyl chloroformateHCID 689036941-Benzhydryl-3-[2-(trifluoromethyl)-4'-(difluoromethoxy)-benzhydryloxy]azetidine

생성물 1

HCID 866111663-[2-(Trifluoromethyl)-4'-(difluoromethoxy)benzhydryloxy]azetidine hydrochloride

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of 1-benzhydryl-3-[2-(trifluoromethyl)-4′-(difluoro-methoxy)benzhydryloxy]azetidine (174) (2.73 g from previous step-assumed 4.7 mmol) in DCM (40 mL), cooled in ice-water bath, was added 1-chloroethyl chloroformate (1 mL, 9.4 mmol). After 1 h, the mixture was allowed to warm to ambient temperature. After a further 5.5 h, the mixture was concentrated under reduced pressure, methanol (40 mL) was added, and the mixture was stirred for 16 h. The mixture was concentrated under reduced pressure, then dissolved in iso-hexane (4 mL)-DIPE (30 mL)-MeOH (2 mL). Upon stirring, a precipitate formed. The mixture was cooled in ice-water bath for 15 min.

후처리

  1. waitAfter a further 5.5 h
  2. concentrationthe mixture was concentrated under reduced pressure, methanol (40 mL)
  3. additionwas added
  4. concentrationThe mixture was concentrated under reduced pressure
  5. dissolutiondissolved in iso-hexane (4 mL)-DIPE (30 mL)-MeOH (2 mL)
  6. stirringUpon stirring
  7. customa precipitate formed

출처 및 근거

ORD 기록
ord-50c20bd30b5747c1b945b789e9d83ef9
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07504522B2

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