Triethylsilane → 1-[5-(2-Bromopropyl)-2,3-dihydro-1H-indol-1-yl]ethanone

HRID 273842ノート

反応式

HRID 273842 の反応式
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([C:13](=O)[CH:14]([Br:16])[CH3:15])=[CH:10][CH:11]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].C([SiH](CC)CC)C>FC(F)(F)C(O)=O>[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([CH2:13][CH:14]([Br:16])[CH3:15])=[CH:10][CH:11]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

参加物

4

反応物 2

HCID 12052TriethylsilaneHCID 20094393HCID 20094393、化合物

生成物 1

HCID 200943701-[5-(2-Bromopropyl)-2,3-dihydro-1H-indol-1-yl]ethanone収率 76.5%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

To a solution of 1-acetyl-5-(2-bromopropionyl)indoline (210 g) in trifluoroacetic acid (700 ml) was added triethylsilane (190 g) over a period of 30 minutes with stirring under ice cooling, the mixture was stirred for 30 minutes under ice cooling, and then for 1 hour at room temperature. After the reaction mixture was concentrated under reduced pressure, the residue was poured into water (2 l), and to the mixture was added hexane (500 ml) and stirred. The precipitates were collected by filtration, washed with hexane, and recrystallized from ethyl acetate-hexane to give 153 g of 1-acetyl-5-(2-bromopropyl)indoline melting at 124°-126° C.

後処理

  1. stirringthe mixture was stirred for 30 minutes under ice cooling
  2. concentrationAfter the reaction mixture was concentrated under reduced pressure
  3. additionthe residue was poured into water (2 l)
  4. additionto the mixture was added hexane (500 ml)
  5. stirringstirred
  6. filtrationThe precipitates were collected by filtration
  7. washwashed with hexane
  8. customrecrystallized from ethyl acetate-hexane

出典と根拠

ORDレコード
ord-6db7ef8e56644148954d7d9b13f4e8bb
出典データセット
uspto-grants-1995_02
特許番号
US05387603

反応ノート

読み込み中…