三溴化硼 → 3-氯-4,5-二羟基苯甲醛

HRID 39139

反应方程式

HRID 39139 反应方程式
[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]

参与物

4

反应物 2

HCID 25134三溴化硼HCID 296225-氯香草醛

产物 1

HCID 24681823-氯-4,5-二羟基苯甲醛收率 105.2%

试剂、催化剂与溶剂 1

HCID 6344二氯甲烷溶剂

实验过程

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.

后处理

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

来源与证据

ORD记录
ord-e2bc1930aa774e02a90ff95ab6d98361
来源数据集
uspto-grants-2013_09
专利号
US08524767B2

关联笔记

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