Water → HCID 10824427、化合物

HRID 1383427ノート

反応式

HRID 1383427 の反応式
[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]

参加物

4

反応物 3

HCID 962WaterHCID 7061N,N-DiethylanilineHCID 21857121HCID 21857121、化合物

生成物 1

HCID 10824427HCID 10824427、化合物収率 55%

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-61a74aa7efd148b1b388affbead806cf
出典データセット
uspto-grants-2001_07
特許番号
US06255324B1

反応ノート

読み込み中…