Water → HCID 10824427, 화합물

HRID 1383427노트

반응식

HRID 1383427 반응식
[F:1][C:2]1[C:3](=[O:18])[O:4][C:5]2[C:10]([C:11]=1[CH3:12])=[CH:9][CH:8]=[C:7]([O:13]CC=C)[C:6]=2[CH3:17].O.C(N(CC)[C:23]1[CH:28]=CC=C[CH:24]=1)C>>[F:1][C:2]1[C:3](=[O:18])[O:4][C:5]2[C:10]([C:11]=1[CH3:12])=[CH:9][C:8]([CH2:28][CH:23]=[CH2:24])=[C:7]([OH:13])[C:6]=2[CH3:17]

참가 물질

4

반응물 3

HCID 962WaterHCID 7061N,N-DiethylanilineHCID 21857121HCID 21857121, 화합물

생성물 1

HCID 10824427HCID 10824427, 화합물수율 55%

실험 절차

A solution of 3-fluoro-4,8-dimethyl-7-allyloxycoumarin (1.56 g, 6.28 mmoles) in 20 mL of N,N-diethylaniline was deoxygenated with argon for 30 minutes and then was heated at reflux for 4 hours, while being purged by bubbling argon through the solution. The reaction mixture was chilled in ice, the resulting precipitate was collected by suction filtration and dried in vacuo. Recrystallisation from a mixture of methanol:water gave 0.859 g (55% yield) of 3-fluoro-4,8-dimethyl-6-allyl-7-hydroxycoumarin (3, R═F, R′=H) as a white solid: mp 163-164° C.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 4 hours
  3. customwhile being purged
  4. customby bubbling argon through the solution
  5. temperatureThe reaction mixture was chilled in ice
  6. filtrationthe resulting precipitate was collected by suction filtration
  7. customdried in vacuo
  8. customRecrystallisation
  9. additionfrom a mixture of methanol

출처 및 근거

ORD 기록
ord-61a74aa7efd148b1b388affbead806cf
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06255324B1

반응 노트

불러오는 중…