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

HRID 249331ノート

反応式

HRID 249331 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-bda965429b5d41de94183405b55e2df3
出典データセット
uspto-grants-1993_05
特許番号
US05214059

反応ノート

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