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Ethanol → (2-Chloro-5-(trifluoromethyl)benzyl)(3,5-bis(trifluoromethyl)benzyl)cyanamide

HRID 390758
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HRID 390758 반응식
[Cl:1][C:2]1[CH:24]=[CH:23][C:22]([C:25]([F:28])([F:27])[F:26])=[CH:21][C:3]=1[CH2:4][NH:5][CH2:6][C:7]1[CH:12]=[C:11]([C:13]([F:16])([F:15])[F:14])[CH:10]=[C:9]([C:17]([F:20])([F:19])[F:18])[CH:8]=1.C([O-])(=O)C.[Na+].C(O)C.[N:37]#[C:38]Br>ClCCl.C1(C)C=CC=CC=1.[OH-].[Na+]>[Cl:1][C:2]1[CH:24]=[CH:23][C:22]([C:25]([F:26])([F:27])[F:28])=[CH:21][C:3]=1[CH2:4][N:5]([CH2:6][C:7]1[CH:12]=[C:11]([C:13]([F:15])([F:16])[F:14])[CH:10]=[C:9]([C:17]([F:18])([F:19])[F:20])[CH:8]=1)[C:38]#[N:37]
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참가 물질

8

반응물 4

HCID 702EthanolHCID 10476Cyanogen BromideHCID 517045Sodium AcetateHCID 86614964N-(2-chloro-5-(trifluoromethyl)benzyl)(3,5-bis(trifluoromethyl)phenyl)methanamine

생성물 1

HCID 86614965(2-Chloro-5-(trifluoromethyl)benzyl)(3,5-bis(trifluoromethyl)benzyl)cyanamide

시약·촉매·용매 3

HCID 1140
Toluene
용매
HCID 6344Dichloromethane용매
HCID 14798Sodium Hydroxide용매

실험 절차

To the mixture of the compound from Step B (10 gm), 5.6 gm of sodium acetate 100 mL of ethanol was added over 15 minutes 15.5 mL of cyanogen bromide 3M in dichloromethane. The reaction mixture was stirred at ambient temperature until reaction completion. When the reaction was judged complete, it was diluted with 200 mL of toluene and 200 mL of sodium hydroxide. The layers were separated and the organic layer dried with magnesium sulfate, filtered and concentrated to an oil.

후처리

  1. customThe layers were separated
  2. dry with materialthe organic layer dried with magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated to an oil

출처 및 근거

ORD 기록
ord-fe45b772089d4b03b69c7b0a6a989c85
출처 데이터셋
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08383660B2

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