Boron tribromide → 3-Fluoro-4,5-dihydroxybenzaldehyde

HRID 83708ノート

反応式

HRID 83708 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([O:11]C)[C:9]=1[OH:10])[CH:5]=[O:6].B(Br)(Br)Br>ClCCl>[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([OH:11])[C:9]=1[OH:10])[CH:5]=[O:6]

参加物

4

反応物 2

HCID 25134Boron tribromideHCID 5984523-Fluoro-4-hydroxy-5-methoxybenzaldehyde

生成物 1

HCID 5936643-Fluoro-4,5-dihydroxybenzaldehyde収率 89%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
-30 °C

実験手順

To a suspension of 3-fluoro-4-hydroxy-5-methoxy-benzaldehyde (1.35 g, 7.94 mmol) in dichloromethane (100 mL) was added BBr3 (1.5 mL, 16 mmol) dropwise at −78° C. under N2. After addition, the mixture was warmed to −30° C. and it was stirred at this temperature for 5 h. The reaction mixture was poured into ice water. The precipitated solid was collected by filtration and washed with dichloromethane to afford 3-fluoro-4,5-dihydroxy-benzaldehyde (1.1 g, 89%), which was directly used in the next step.

後処理

  1. additionAfter addition
  2. filtrationThe precipitated solid was collected by filtration
  3. washwashed with dichloromethane

出典と根拠

ORDレコード
ord-fcc86ac858fc4ebca04d807dfa4cc5c2
出典データセット
uspto-grants-2014_09
特許番号
US08846753B2

反応ノート

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