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

HRID 39139

反応式

HRID 39139 の反応式
[Cl: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>[Cl: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 296223-Chloro-4-hydroxy-5-methoxybenzaldehyde

生成物 1

HCID 24681823-Chloro-4,5-dihydroxybenzaldehyde収率 105.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a suspension of 3-chloro-4-hydroxy-5-methoxy-benzaldehyde (10 g, 54 mmol) in dichloromethane (300 mL) was added BBr3 (26.7 g, 107 mmol) dropwise at −40° C. under N2. After addition, the mixture was stirred at this temperature for 5 h and then was poured into ice water. The precipitated solid was filtered and washed with petroleum ether. The filtrate was evaporated under reduced pressure to afford 3-chloro-4,5-dihydroxybenzaldehyde (9.8 g, 89%), which was directly used in the next step.

後処理

  1. additionAfter addition
  2. filtrationThe precipitated solid was filtered
  3. washwashed with petroleum ether
  4. customThe filtrate was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-e2bc1930aa774e02a90ff95ab6d98361
出典データセット
uspto-grants-2013_09
特許番号
US08524767B2

関連ノート

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