Tetrahydrofuran → 6-Benzyloxy-3-(3-(methoxycarbonyl)benzylidene)-4-chromanone

HRID 610360노트

반응식

HRID 610360 반응식
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[O:15][CH2:14][CH2:13][C:12]2=[O:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:20]([C:24]1[CH:25]=[C:26]([CH:29]=[CH:30][CH:31]=1)[CH:27]=O)([O:22][CH3:23])=[O:21].N1CCCC1.O1CCCC1>CO>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[O:15][CH2:14][C:13](=[CH:27][C:26]1[CH:29]=[CH:30][CH:31]=[C:24]([C:20]([O:22][CH3:23])=[O:21])[CH:25]=1)[C:12]2=[O:19])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

6

반응물 4

HCID 8028TetrahydrofuranHCID 31268PyrrolidineHCID 639145Methyl 3-formylbenzoateHCID 144227766-(Benzyloxy)chroman-4-one

생성물 1

HCID 545635856-Benzyloxy-3-(3-(methoxycarbonyl)benzylidene)-4-chromanone수율 64.3%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A mixture of 17 g of 6-benzyloxy-4-chromanone, 11.3 g of 3-carbomethoxybenzaldehyde, 14.4 g of pyrrolidine, 100 ml of tetrahydrofuran and 300 ml of methanol was stirred at room temperature overnight. The volatiles were evaporated in vacuo to afford the crude product, which was purified by column chromatography on silica gel eluting with dichloromethane. The product fractions were combined and concentrated to an oil which crystallized upon trituration with methanol to give 17.2 g of title product, m.p. 109-112° C.

후처리

  1. customThe volatiles were evaporated in vacuo
  2. customto afford the crude product, which
  3. customwas purified by column chromatography on silica gel eluting with dichloromethane
  4. concentrationconcentrated to an oil which
  5. customcrystallized upon trituration with methanol

출처 및 근거

ORD 기록
ord-2e489223924c41aab8cf97f99903740c
출처 데이터셋
uspto-grants-1999_12
특허 번호
US05998451

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