Ethanol → Methyl 4-(1-ethoxyethyl)benzoate

HRID 1479732

反応式

HRID 1479732 の反応式
[CH2:1]([OH:3])[CH3:2].[Bi](Br)(Br)Br.O[CH:9]([C:11]1[CH:20]=[CH:19][C:14]([C:15]([O:17][CH3:18])=[O:16])=[CH:13][CH:12]=1)[CH3:10]>ClC(Cl)(Cl)Cl>[CH2:1]([O:3][CH:9]([C:11]1[CH:20]=[CH:19][C:14]([C:15]([O:17][CH3:18])=[O:16])=[CH:13][CH:12]=1)[CH3:10])[CH3:2]

参加物

5

反応物 3

HCID 702EthanolHCID 82232bismuth(III) bromideHCID 586417Methyl 4-(1-hydroxyethyl)benzoate

生成物 1

HCID 89580551Methyl 4-(1-ethoxyethyl)benzoate収率 55%

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

To the solution of ethanol (77 mg, 1.67 mmol) in perchloromethane (80 mL) was added bismuth(III) bromide (743 mg, 1.67 mmol), the mixture was stirred for 30 minutes at room temperature, the methyl 4-(1-hydroxyethyl)benzoate (300 mg, 1.67 mmol) was added, the mixture was stirred at room temperature for 12 hours. Then the mixture was concentrated and purified by column chromatography (silica gel, Petroleum ether/ethyl acetate=20:1) to give methyl 4-(1-ethoxy ethyl)benzoate (191 mg, 55%) as oil.

後処理

  1. stirringthe mixture was stirred at room temperature for 12 hours
  2. concentrationThen the mixture was concentrated
  3. custompurified by column chromatography (silica gel, Petroleum ether/ethyl acetate=20:1)

出典と根拠

ORDレコード
ord-366d626554ab459fa8f19e26ecee9cea
出典データセット
uspto-grants-2016_08
特許番号
US09409865B2

関連ノート

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