3-Methyl-2-butenoic acid → 6-Bromo-7-hydroxy-2,2-dimethyl-chroman-4-one

HRID 2180453ノート

反応式

HRID 2180453 の反応式
[Br:1][C:2]1[CH:8]=[CH:7][C:5]([OH:6])=[CH:4][C:3]=1[OH:9].[CH3:10][C:11]([CH3:16])=[CH:12][C:13](O)=[O:14]>>[Br:1][C:2]1[CH:8]=[C:7]2[C:5](=[CH:4][C:3]=1[OH:9])[O:6][C:11]([CH3:16])([CH3:10])[CH2:12][C:13]2=[O:14]

参加物

3

反応物 2

HCID 109313-Methyl-2-butenoic acidHCID 811054-Bromoresorcinol

生成物 1

HCID 224908286-Bromo-7-hydroxy-2,2-dimethyl-chroman-4-one

反応条件

温度
90 °C

実験手順

A mixture of 4-bromoresorcinol (5.00 g, 26.5 mmol) and 3,3-dimethylacrylic acid (2.64 g, 26.5 mmol) were ground in a mortar. The mixture was then added portion-wise into polyphosphoric acid (8 g) at 90° C. After stirred at 90° C. for 15 min, the reaction mixture was cooled to room temperature and quenched with water. The mixture was then extracted with diethyl ether. The organic layer was separated, washed with water, brine, dried (MgSO4) and concentrated at reduced pressure to give a yellow residue. Purification by recrystallization (methanol and water) afforded the title compound as a yellow solid.

後処理

  1. temperaturethe reaction mixture was cooled to room temperature
  2. customquenched with water
  3. extractionThe mixture was then extracted with diethyl ether
  4. customThe organic layer was separated
  5. washwashed with water, brine
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated at reduced pressure
  8. customto give a yellow residue
  9. customPurification
  10. customby recrystallization (methanol and water)

出典と根拠

ORDレコード
ord-3e0a6371764f4e1ca38ec3a47942bcf0
出典データセット
uspto-grants-2005_05
特許番号
US06887896B1

反応ノート

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