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

HRID 273842노트

반응식

HRID 273842 반응식
[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]

참가 물질

4

반응물 2

HCID 12052TriethylsilaneHCID 20094393HCID 20094393, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6db7ef8e56644148954d7d9b13f4e8bb
출처 데이터셋
uspto-grants-1995_02
특허 번호
US05387603

반응 노트

불러오는 중…