Water → N-benzhydryl-4-(bromomethyl)benzenesulfonamide

HRID 40790

반응식

HRID 40790 반응식
[CH:1]([NH2:14])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[Br:22][CH2:23][C:24]1[CH:29]=[CH:28][C:27]([S:30](Cl)(=[O:32])=[O:31])=[CH:26][CH:25]=1.O>ClCCl>[CH:1]([NH:14][S:30]([C:27]1[CH:26]=[CH:25][C:24]([CH2:23][Br:22])=[CH:29][CH:28]=1)(=[O:31])=[O:32])([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 7036BenzhydrylamineHCID 8471TriethylamineHCID 27344094-(Bromomethyl)benzenesulfonyl chloride

생성물 1

HCID 67021864N-benzhydryl-4-(bromomethyl)benzenesulfonamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Benzhydrylamine (640 μL) was dissolved in dichloromethane (5.0 mL). To the solution, triethylamine (645 μl) and 4-(bromomethyl)benzenesulfonyl chloride (1.0 g) were added at 0° C., and the mixture was stirred at room temperature for 2 hours. To the reaction mixture, water (10 mL) was added, and the resultant mixture was then extracted with chloroform (30 mL). The organic layer was washed with brine (15 mL), dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (40% ethyl acetate/hexane) to obtain the title compound (753 mg).

후처리

  1. extractionthe resultant mixture was then extracted with chloroform (30 mL)
  2. washThe organic layer was washed with brine (15 mL)
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (40% ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-39757e3b8a604a86b768458e01915af5
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08530490B2

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