N,N-Dimethyl-1,3-propanediamine → Benzyl 4-[1-(3-nitrobenzoyl)indol-3-yl]butyrate

HRID 1974552

반응식

HRID 1974552 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][CH2:11][CH2:12][C:13]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[O:14])=[CH:2]1.C(N(CC)CC)C.[N+:30]([C:33]1[CH:34]=[C:35]([CH:39]=[CH:40][CH:41]=1)[C:36](Cl)=[O:37])([O-:32])=[O:31].CN(C)CCCN>ClCCl.CN(C)C1C=CN=CC=1>[N+:30]([C:33]1[CH:34]=[C:35]([CH:39]=[CH:40][CH:41]=1)[C:36]([N:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][CH2:11][CH2:12][C:13]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[O:14])=[CH:2]1)=[O:37])([O-:32])=[O:31]

참가 물질

7

반응물 4

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 8471Triethylamine2회HCID 8495Benzoyl chloride, 3-nitro-2회HCID 1482096benzyl 4-(1H-indol-3-yl)butanoate

생성물 1

HCID 10623056Benzyl 4-[1-(3-nitrobenzoyl)indol-3-yl]butyrate수율 93.7%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

To a solution of benzyl 4-(3-indolyl)butyrate (33.70 g) in dichloromethane (400 ml) were added triethylamine (30 ml), 4-dimethylaminopyridine (1.22 g) and 3-nitrobenzoyl chloride (30.0 g). After refluxed for 16 hours, 3-nitrobenzoyl chloride (10.5 g) and triethylamine (5 ml) were added to the mixture. The mixture was allowed to reflux for 19 hours and 3-dimethylaminopropylamine (15 ml) was added at 0° C. The mixture was washed with diluted hydrochloric acid (200 ml ×2) and water (200 ml×4) and dried over magnesium sulfate. The solvent was removed in vacuo to give a solid of benzyl 4-[1-(3-nitrobenzoyl)indol-3-yl]butyrate (47.61 g).

후처리

  1. temperatureAfter refluxed for 16 hours
  2. temperatureto reflux for 19 hours
  3. washThe mixture was washed with diluted hydrochloric acid (200 ml ×2) and water (200 ml×4)
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-4e8a8979eda940aeb500cf63240b8318
출처 데이터셋
uspto-grants-1994_02
특허 번호
US05283251

연결된 노트

불러오는 중…