Phosphorus tribromide → 3,4-Methylenedioxyphenethyl bromide

HRID 375577ノート

反応式

HRID 375577 の反応式
P(Br)(Br)[Br:2].[CH2:5]1[O:16][C:15]2[CH:14]=[CH:13][C:9]([CH2:10][CH2:11]O)=[CH:8][C:7]=2[O:6]1>C(Cl)(Cl)(Cl)Cl>[CH2:5]1[O:16][C:15]2[CH:14]=[CH:13][C:9]([CH2:10][CH2:11][Br:2])=[CH:8][C:7]=2[O:6]1

参加物

4

反応物 2

HCID 24614Phosphorus tribromideHCID 27598462-(1,3-Dioxaindan-5-yl)ethan-1-ol

生成物 1

HCID 122072243,4-Methylenedioxyphenethyl bromide収率 121.1%

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒2 回

実験手順

A solution of phosphorus tribromide (8.1 g) in carbon tetrachloride (50 ml) was added dropwise over 30 minutes to a stirred solution of 3,4-methylenedioxyphenethyl alcohol (15.0 g) (see Preparation 5) in carbon tetrachloride (200 ml) and the mixture was heated under reflux for 3 hours, washed sequentially with water (twice), 5M aqueous sodium hydroxide solution and water, dried over magnesium sulphate and evaporated. The residue was purified by chromatography on silica (100 g) using carbon tetrachloride as the eluant. Appropriate fractions were combined and evaporated to give the title compound as a pale yellow oil (8.3 g, 40%), which was characterised by its 1H-NMR spectrum.

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 3 hours
  3. washwashed sequentially with water (twice), 5M aqueous sodium hydroxide solution and water
  4. dry with materialdried over magnesium sulphate
  5. customevaporated
  6. customThe residue was purified by chromatography on silica (100 g)
  7. customevaporated

出典と根拠

ORDレコード
ord-d8498382db174ecc82a5bba16c88d659
出典データセット
uspto-grants-1996_01
特許番号
US05486527

反応ノート

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