Triethylamine → N-2-(4-bromophenyl)ethyl 2-propanesulfonamide

HRID 720559노트

반응식

HRID 720559 반응식
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][CH2:7][NH2:8])=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH:18]([S:21](Cl)(=[O:23])=[O:22])([CH3:20])[CH3:19]>ClCCl>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][CH2:7][NH:8][S:21]([CH:18]([CH3:20])[CH3:19])(=[O:23])=[O:22])=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 824082-Propanesulfonyl chlorideHCID 533915p-Bromophenethylamine

생성물 1

HCID 21893403N-2-(4-bromophenyl)ethyl 2-propanesulfonamide수율 44%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of 10.0 g (50 mmol) of 4-bromophenethylamine and 7.6 mL (55 mmol) of triethylamine in 150 mL of dichloromethane was added a solution of 6.2 mL (55 mmol) of isopropylsulfonyl chloride in 40 mL of dichloromethane dropwise. The mixture was stirred at room temperature for 18 hr. The mixture was washed with 100 mL of 1N aqueous hydrochloric acid, the organic layer was separated and the aqueous layer extracted one time with 100 mL each of dichloromethane. The combined organics were dried (Na2SO4), filtered and concentrated in vacuo to afford 6.7 g (44%) of the title compound.

후처리

  1. washThe mixture was washed with 100 mL of 1N aqueous hydrochloric acid
  2. customthe organic layer was separated
  3. extractionthe aqueous layer extracted one time with 100 mL each of dichloromethane
  4. dry with materialThe combined organics were dried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-91ba4d1c164d4fa0ab02fd2140e750b9
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07135487B2

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