Water → 2,2-Dimethyl-N-[2-(5-bromo-2,3-dihydro-1H-indol-2-yl)phenyl]propanamide

HRID 249331노트

반응식

HRID 249331 반응식
[Br:1]N1C(=O)CCC1=O.[CH3:9][C:10]([CH3:30])([CH3:29])[C:11]([NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[CH:20]1[CH2:28][C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[NH:21]1)=[O:12].O>CN(C)C=O>[CH3:9][C:10]([CH3:30])([CH3:29])[C:11]([NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[CH:20]1[CH2:28][C:27]2[C:22](=[CH:23][CH:24]=[C:25]([Br:1])[CH:26]=2)[NH:21]1)=[O:12]

참가 물질

5

반응물 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 197613982,2-Dimethyl-N-[2-(2,3-dihydro-1H-indol-2-yl)phenyl]propanamide

생성물 1

HCID 197614342,2-Dimethyl-N-[2-(5-bromo-2,3-dihydro-1H-indol-2-yl)phenyl]propanamide수율 94.6%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

A solution of 4.0 g N-bromosuccinimide in 40 ml anhydrous DMF (dimethylformamide) was added dropwise at 5° C. (ice bath) over 20 minutes to a solution of 6.0 g 2,2-dimethyl-N-[2-(2,3-dihydro-1H-indol-2-yl)phenyl]propanamide in 60 ml DMF. After stirring for one hour additionally, the resulting solution was poured into excess water and the precipitated solid was collected, washed, and taken up in Et2O. The extract was washed with water and brine, dried (MgSO4) and concentrated to give 7.2 g solid. Recrystallization from cyclohexane gave 2.2 g needles, m.p. 173°-175° C.

후처리

  1. customthe precipitated solid was collected
  2. washwashed
  3. washThe extract was washed with water and brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-bda965429b5d41de94183405b55e2df3
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05214059

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