Triethylamine → tert-Butyl [2-(3,4-difluorophenyl)-1-(4-fluorophenyl)-2-oxoethyl]carbamate

HRID 1170390노트

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HRID 1170390 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([NH:19][C:20](=[O:26])[O:21][C:22]([CH3:25])([CH3:24])[CH3:23])S(C2C=CC(C)=CC=2)(=O)=O)=[CH:4][CH:3]=1.C(N(CC)CC)C.[F:34][C:35]1[CH:36]=[C:37]([CH:40]=[CH:41][C:42]=1[F:43])[CH:38]=[O:39].[Cl-].[NH4+]>[Br-].C([N+]1C(C)=C(CCO)SC=1)C.C(Cl)Cl>[F:34][C:35]1[CH:36]=[C:37]([C:38](=[O:39])[CH:8]([NH:19][C:20](=[O:26])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)[CH:40]=[CH:41][C:42]=1[F:43]

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 25517Ammonium ChlorideHCID 5880883,4-DifluorobenzaldehydeHCID 86621947Tert-butyl [(4-fluorophenyl)(toluene-4-sulfonyl)methyl]carbamate

생성물 1

HCID 86621952tert-Butyl [2-(3,4-difluorophenyl)-1-(4-fluorophenyl)-2-oxoethyl]carbamate

시약·촉매·용매 2

HCID 99649233-Ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide촉매HCID 6344Dichloromethane용매

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온도
35 °C

실험 절차

30.0 g (79 mmol) of tert-butyl [(4-fluorophenyl)(toluene-4-sulfonyl)methyl]carbamate, 5.9 g (23 mmol) of 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide, 164 ml (1.2 mol) of triethylamine and 11.2 g (79 mmol) of 3,4-difluorobenzaldehyde were mixed in 700 ml of methylene chloride at room temperature and then heated at 35° C. for 6 h. After reaction of the aldehyde was complete, saturated ammonium chloride solution was added, and the reaction mixture was stirred for 15 minutes. After removal of the aqueous phase, the organic phase was washed with 0.5 M sodium hydroxide solution and saturated sodium chloride solution to result in 29.0 g of tert-butyl [2-(3,4-difluorophenyl)-1-(4-fluorophenyl)-2-oxoethyl]carbamate, which was reacted further without purification.

후처리

  1. customAfter removal of the aqueous phase
  2. washthe organic phase was washed with 0.5 M sodium hydroxide solution and saturated sodium chloride solution
  3. customto result in 29.0 g of tert-butyl [2-(3,4-difluorophenyl)-1-(4-fluorophenyl)-2-oxoethyl]carbamate
  4. customwhich was reacted further without purification

출처 및 근거

ORD 기록
ord-b1fbfd3846af4a74ac7e7f76e0cf3ac3
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07825264B2

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