Water → 1-(2-Nitro-4-bromophenyl)-5-bromoindoline

HRID 35135노트

반응식

HRID 35135 반응식
[N+:1]([C:4]1[CH:9]=[C:8]([Br:10])[CH:7]=[CH:6][C:5]=1[N:11]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:13][CH2:12]1)([O-:3])=[O:2].[Br:20]N1C(=O)CCC1=O.O>CN(C)C=O>[N+:1]([C:4]1[CH:9]=[C:8]([Br:10])[CH:7]=[CH:6][C:5]=1[N:11]1[C:19]2[C:14](=[CH:15][C:16]([Br:20])=[CH:17][CH:18]=2)[CH2:13][CH2:12]1)([O-:3])=[O:2]

참가 물질

5

반응물 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 138233471-(2-Nitro-4-bromophenyl)indoline

생성물 1

HCID 138233441-(2-Nitro-4-bromophenyl)-5-bromoindoline수율 68%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

반응 조건

온도
0 °C

실험 절차

To a solution of 1-(2-nitro-4-bromophenyl)indoline (15 g, 0.047 moles) in dimethylformamide (150 ml) at -10° C. was added dropwise a solution of N-bromosuccinimide (9.4 g, 0.054 mole) in dimethylformamide (50 ml) over 10 minutes. The reaction mixture was stirred at 0° C. for 15 minutes. The solution was added slowly to water (1 1) with vigorous stirring. The solid was filtered, dried, and dissolved in dichloromethane (300 ml). The solution was added to boiling methanol (1 l). The precipitate was collected by filtration to give 12.7 g (68%) of product, mp 150°-152° C.

후처리

  1. filtrationThe solid was filtered
  2. customdried
  3. dissolutiondissolved in dichloromethane (300 ml)
  4. additionThe solution was added
  5. filtrationThe precipitate was collected by filtration

출처 및 근거

ORD 기록
ord-c0cdabfc62624a1ca304ce5c3249f620
출처 데이터셋
uspto-grants-1988_08
특허 번호
US04764616

반응 노트

불러오는 중…