Benzyl Bromide → Methyl 3-(benzyloxy)-5-hydroxybenzoate

HRID 38654

反応式

HRID 38654 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([OH:12])[CH:11]=1)[C:5]([O:7][CH3:8])=[O:6].C(=O)([O-])[O-].[K+].[K+].[CH2:19](Br)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>CC(C)=O>[CH2:19]([O:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([OH:12])[CH:11]=1)[C:5]([O:7][CH3:8])=[O:6])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 75076Methyl 3,5-Dihydroxybenzoate

生成物 1

HCID 7472028Methyl 3-(benzyloxy)-5-hydroxybenzoate収率 34%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒2 回

実験手順

A mixture of 8.40 g (0.05 mmol) methyl 3,5-dihydroxybenzoate (159) and 7.60 g (0.055 mmol) of potassium carbonate in 250 mL of acetone was stirred at room temperature for 30 min. Then 8.55 g (0.05 mmol) of benzyl bromide dissolved in 100 mL of acetone was added. The suspension was refluxed for 24 h. The solid was filtered, and the filtrate was evaporated. The residue was purified by column chromatography (SiO2, CH2Cl2/EtOAc=9/1) to give 160.

後処理

  1. additionwas added
  2. temperatureThe suspension was refluxed for 24 h
  3. filtrationThe solid was filtered
  4. customthe filtrate was evaporated
  5. customThe residue was purified by column chromatography (SiO2, CH2Cl2/EtOAc=9/1)

出典と根拠

ORDレコード
ord-84eaaa2eaa734cbb920c9edc10073735
出典データセット
uspto-grants-2013_09
特許番号
US08524740B2

関連ノート

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