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Hydrochloric Acid → (R,E)-N-(4-Cyano-1-phenylbut-3-en-2-yl)-2-(trifluoromethoxy)benzenesulfonamide

HRID 1429408
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HRID 1429408 반응식
[NH2:1][C@H:2]([CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)/[CH:3]=[CH:4]/[C:5]#[N:6].[F:14][C:15]([F:28])([F:27])[O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[S:23](Cl)(=[O:25])=[O:24].Cl>C(Cl)Cl>[C:5](/[CH:4]=[CH:3]/[C@H:2]([NH:1][S:23]([C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[O:16][C:15]([F:14])([F:27])[F:28])(=[O:25])=[O:24])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)#[N:6]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 27772152-(Trifluoromethoxy)benzene-1-sulfonyl chlorideHCID 68233458(R,E)-4-Amino-5-phenylpent-2-enenitrile

생성물 1

HCID 71269687(R,E)-N-(4-Cyano-1-phenylbut-3-en-2-yl)-2-(trifluoromethoxy)benzenesulfonamide수율 74%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of compound 31f (2.5 g, 14.5 mmol) in DCM (100 mL) was added 2-(trifluoromethoxy)benzene-1-sulfonyl chloride (4.2 g, 16.0 mmol) and TEA (4.4 g, 3.5 mmol). The mixture was stirred at rt for 12 h, then DCM (50 mL) and 2N HCl (20 mL) were added to the mixture. The organic layer was separated and washed with brine and dried over anhydrous Na2SO4. After filtration, the filtrate was evaporated and the residue was purified by CC (hexane/EA=5:1) to give compound 31g (4.2 g, 74% yield).

후처리

  1. customThe organic layer was separated
  2. washwashed with brine
  3. dry with materialdried over anhydrous Na2SO4
  4. filtrationAfter filtration
  5. customthe filtrate was evaporated
  6. customthe residue was purified by CC (hexane/EA=5:1)

출처 및 근거

ORD 기록
ord-2880d47c1c314bc3811bd7ee37b82585
출처 데이터셋
uspto-grants-2015_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08940722B2

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