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Potassium Carbonate → N-(Diphenylmethylene) (3,4,5-trifluoro)-D,L-Phenylalanine ethyl ester

HRID 1365892
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HRID 1365892 반응식
[CH2:1]([O:3][C:4](=[O:20])[CH2:5][N:6]=[C:7]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH3:2].[F:21][C:22]1[CH:23]=[C:24]([CH:27]=[C:28]([F:31])[C:29]=1[F:30])[CH2:25]Br.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:1]([O:3][C:4](=[O:20])[CH:5]([CH2:25][C:24]1[CH:23]=[C:22]([F:21])[C:29]([F:30])=[C:28]([F:31])[CH:27]=1)[N:6]=[C:7]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[CH3:2]
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 319508Ethyl 2-(diphenylmethyleneamino)acetateHCID 27770623,4,5-Trifluorobenzyl bromide

생성물 1

HCID 58584141N-(Diphenylmethylene) (3,4,5-trifluoro)-D,L-Phenylalanine ethyl ester수율 72.9%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
25 °C

실험 절차

A solution of N-(Diphenylmethylene)glycine ethyl ester (1.10 g, 4.1 mmol) and 3,4,5-trifluorobenzylbromide (0.91 g, 4.0 mmol) in dimethylformamide (10 mL) was treated with anhydrous potassium carbonate (2.83 g, 20.5 mmol) and stirred for 18 hrs at 25° C. The mixture was filtered and the filtrate was evaporated to dryness to give crude product. It was purified by column chromatography on silica gel (hexane:ethyl acetate=4:1) to give title compound (1.2 g).

후처리

  1. filtrationThe mixture was filtered
  2. customthe filtrate was evaporated to dryness
  3. customto give crude product
  4. customIt was purified by column chromatography on silica gel (hexane:ethyl acetate=4:1)

출처 및 근거

ORD 기록
ord-05b40dc57839432c85bea424e6b6107b
출처 데이터셋
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07893020B2

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