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Ammonia → 3-(4-Bromo-phenyl)-3-(4-chloro-phenyl)-propionamide

HRID 888572
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반응식

HRID 888572 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=2)[CH2:9][C:10](O)=[O:11])=[CH:4][CH:3]=1.C(N1C=CN=C1)([N:22]1C=CN=C1)=O.N>ClCCl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=2)[CH2:9][C:10]([NH2:22])=[O:11])=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 222AmmoniaHCID 682631,1'-CarbonyldiimidazoleHCID 576913963-(4-Bromo-phenyl)-3-(4-chloro-phenyl)-propionic acid

생성물 1

HCID 576913943-(4-Bromo-phenyl)-3-(4-chloro-phenyl)-propionamide수율 36%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 3-(4-Bromo-phenyl)-3-(4-chloro-phenyl)-propionic acid* (0.25 g, 0.74 mmol) and 1,1′-carbonyldiimidazole (0.24 g, 1.47 mmol) in dichloromethane was stirred for 45 minutes before the addition of ammonia (2M solution in methanol, 3.68 ml, 7.36 mmol). The reaction mixture was stirred for 2 hours, solvent removed under reduced pressure and residue was purified over flash silica chromatography eluting with ethyl acetate/petroleum ether (1:4) to afford the title compound (0.091 g, 36% yield). LC/MS: (PS-A2) Rt 3.08 [M+H]+ 339.93.

후처리

  1. customsolvent removed under reduced pressure and residue
  2. customwas purified over flash silica chromatography
  3. washeluting with ethyl acetate/petroleum ether (1:4)

출처 및 근거

ORD 기록
ord-9bb2fd86d9444774a883d357e6757afc
출처 데이터셋
uspto-grants-2012_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08247576B2

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