Allyl bromide → HCID 21857121、化合物

HRID 1383426ノート

反応式

HRID 1383426 の反応式
[CH2:1](Br)[CH:2]=[CH2:3].[F:5][C:6]1[C:7](=[O:19])[O:8][C:9]2[C:14]([C:15]=1[CH3:16])=[CH:13][CH:12]=[C:11]([OH:17])[C:10]=2[CH3:18].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[F:5][C:6]1[C:7](=[O:19])[O:8][C:9]2[C:14]([C:15]=1[CH3:16])=[CH:13][CH:12]=[C:11]([O:17][CH2:3][CH:2]=[CH2:1])[C:10]=2[CH3:18]

参加物

5

反応物 3

HCID 7841Allyl bromide2 回HCID 11430Potassium CarbonateHCID 10798396HCID 10798396、化合物

生成物 1

HCID 21857121HCID 21857121、化合物収率 78%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

Allyl bromide (1.08 mL, 12.48 mmoles) was added to a mixture of 3-fluoro-4,8-dimethyl-7-hydroxycoumarin (1.73 g, 8.31 mmoles), ca. 5 g of potassium carbonate and 45 mL of dry acetone. The reaction mixture was stirred under an inert atmosphere at room temperature for 28 hours. During this time, excess allyl bromide (1.44 mL, 16.64 mmoles) was added in two portions. The carbonate salt was removed by suction filtration washed with acetone and the solvent evaporated under reduced pressure yielding a solid, which was purified by recrystallisation from a mixture of methanol:water. Thus, 1.60 g (78% yield) of 3-fluoro-4,8-dimethyl-7-allyloxycoumarin was obtained as a white solid: mp 117° C.

後処理

  1. customThe carbonate salt was removed by suction filtration
  2. washwashed with acetone
  3. customthe solvent evaporated under reduced pressure
  4. customyielding a solid, which
  5. customwas purified by recrystallisation from a mixture of methanol

出典と根拠

ORDレコード
ord-2916b82184b5426d95cf375df2ee0c68
出典データセット
uspto-grants-2001_07
特許番号
US06255324B1

反応ノート

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