Allyl bromide → 4-Allyloxy-3-allylbenzoic acid methyl ester

HRID 1741739ノート

反応式

HRID 1741739 の反応式
[OH:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][C:3]=1[CH:12]=[CH:13][CH3:14].C(=O)([O-])[O-].[K+].[K+].[CH2:21](Br)[CH:22]=[CH2:23]>CC(C)=O>[CH2:12]([C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][C:2]=1[O:1][CH2:23][CH:22]=[CH2:21])[C:6]([O:8][CH3:9])=[O:7])[CH:13]=[CH2:14]

参加物

5

反応物 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 54233466Methyl 4-hydroxy-3-propenylbenzoate

生成物 1

HCID 112417484-Allyloxy-3-allylbenzoic acid methyl ester収率 87%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A solution of 3.04 g (15.8 mmol) of methyl 4-hydroxy-3-propenylbenzoate (prepared by the procedure described in patent application WO91/11999) was refluxed with anhydrous potassium carbonate (4.37 g, 2 equiv) and allyl bromide (3.5 mL, 2.5 equiv) in acetone overnight. The mixture was filtered through celite and the filter cake was washed with acetone and dichloromethane. After removing the solvents, the resulting oil was distilled under high vacuum to give 3.2 g (87%) of the title compound.

後処理

  1. filtrationThe mixture was filtered through celite
  2. washthe filter cake was washed with acetone and dichloromethane
  3. customAfter removing the solvents
  4. distillationthe resulting oil was distilled under high vacuum

出典と根拠

ORDレコード
ord-4222048740394ce7bc3aa7ccdba5268b
出典データセット
uspto-grants-1994_08
特許番号
US05334598

反応ノート

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