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

HRID 1785721ノート

反応式

HRID 1785721 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-50c20bd30b5747c1b945b789e9d83ef9
出典データセット
uspto-grants-2009_03
特許番号
US07504522B2

反応ノート

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