N-bromobutanimide → 1-bromo-4-[(2S)-oxiranylmethoxy]-9H-carbazole

HRID 1634714노트

반응식

HRID 1634714 반응식
[O:1]1[CH2:3][C@H:2]1[CH2:4][O:5][C:6]1[C:18]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[NH:11][C:10]=2[CH:9]=[CH:8][CH:7]=1.[Br:19]N1C(=O)CCC1=O>CN(C)C=O>[Br:19][C:9]1[C:10]2[NH:11][C:12]3[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:18]=2[C:6]([O:5][CH2:4][C@@H:2]2[CH2:3][O:1]2)=[CH:7][CH:8]=1

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 10879208(S)-(+)-4-(2,3-Epoxypropoxy)carbazole

생성물 1

HCID 590329641-bromo-4-[(2S)-oxiranylmethoxy]-9H-carbazole수율 10%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 4-[(2S)-oxiranylmethoxy]-9H-carbazole (0.750 g, 3.13 mmol) and N-bromosuccinimide (0.57 g, 3.2 mmol) in 10 mL dry dimethylformamide (DMF) was stirred at ambient temperature for 48 hours. The reaction mixture was partitioned with EtOAc and H2O. The organic phase was washed with H2O and dried with Na2SO4. The solvent was removed (rotovap) and the residue purified by flash chromatography (hexane-EtOAc 5:1) afforded 0.10 g of the title compound.

후처리

  1. customThe reaction mixture was partitioned with EtOAc and H2O
  2. washThe organic phase was washed with H2O
  3. dry with materialdried with Na2SO4
  4. customThe solvent was removed (rotovap)
  5. customthe residue purified by flash chromatography (hexane-EtOAc 5:1)

출처 및 근거

ORD 기록
ord-6a6055ec7e90482aac559e9c310f8a1d
출처 데이터셋
uspto-grants-2003_01
특허 번호
US06506901B2

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