Acetic Anhydride → 2,2-Dimethyl-N-[2-(1-acetyl-2,3-dihydro-1H-indol-2-yl)phenyl]propanamide

HRID 249334ノート

反応式

HRID 249334 の反応式
[CH3:1][C:2]([CH3:22])([CH3:21])[C:3]([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH:12]1[CH2:20][C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[NH:13]1)=[O:4].C(N(CC)CC)C.[C:30](OC(=O)C)(=[O:32])[CH3:31]>C(Cl)Cl>[CH3:1][C:2]([CH3:22])([CH3:21])[C:3]([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH:12]1[CH2:20][C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:13]1[C:30](=[O:32])[CH3:31])=[O:4]

参加物

5

反応物 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 197613982,2-Dimethyl-N-[2-(2,3-dihydro-1H-indol-2-yl)phenyl]propanamide

生成物 1

HCID 197614182,2-Dimethyl-N-[2-(1-acetyl-2,3-dihydro-1H-indol-2-yl)phenyl]propanamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To an ice cold solution of 3.5 g 2,2-dimethyl-N-[2-(2,3-dihydro-1H-indol-2-yl)phenyl]propanamide in 35 ml CH2Cl2 was added 8.4 ml triethylamine, followed by dropwise addition of 4.2 ml acetic anhydride. The resulting solution was stirred at room temperature for two hours and then quenched with water. The organic layer was washed successively with 5% aq. HCl, water, saturated NaHCO3 and brine, and dried (MgSO4). Concentration, trituration with hexane and recrystallization from toluene/hexane gave 3.1 g solid, m.p. 184°-186° C.

後処理

  1. customquenched with water
  2. washThe organic layer was washed successively with 5% aq. HCl, water, saturated NaHCO3 and brine
  3. dry with materialdried (MgSO4)
  4. concentrationConcentration, trituration
  5. customwith hexane and recrystallization from toluene/hexane

出典と根拠

ORDレコード
ord-deb6097530bc4be7952020af4bb7cec4
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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