三溴化硼 → 3,4-二羟基-5-硝基苯甲醛

HRID 2570

反应方程式

HRID 2570 反应方程式
[N+:1]([C:4]1[C:5]([OH:14])=[C:6]([O:12]C)[CH:7]=[C:8]([CH:11]=1)[CH:9]=[O:10])([O-:3])=[O:2].B(Br)(Br)Br>ClCCl>[N+:1]([C:4]1[CH:11]=[C:8]([CH:7]=[C:6]([OH:12])[C:5]=1[OH:14])[CH:9]=[O:10])([O-:3])=[O:2]

参与物

4

反应物 2

HCID 25134三溴化硼HCID 811345-硝基香兰素

产物 1

HCID 57489573,4-二羟基-5-硝基苯甲醛收率 55.4%

试剂、催化剂与溶剂 1

HCID 6344二氯甲烷溶剂2 次

反应条件

温度
0 °C

实验过程

35 g of 5-nitro vanillin (commercial) and 1200 ml of dichloromethane were mixed together under nitrogen and the mixture was cooled to 0° C. 533 ml of a molar solution of boron tribromide in dichloromethane were added and the mixture stood for 2 days at abmient temperature and then was concentrated. The residue was taken up cold (ice bath+methanol) in 300 ml of 2N hydrochloric acid and the mixture was stirred for two to three hours at this temperature, then left for 16 hours at ambient temperature. Extraction was carried out with ethyl acetate and the organic phase was washed, dried and concentrated to obtain 18 g of the expected product melting at >260° C.

后处理

  1. concentrationwas concentrated
  2. waitleft for 16 hours at ambient temperature
  3. extractionExtraction
  4. washthe organic phase was washed
  5. customdried
  6. concentrationconcentrated

来源与证据

ORD记录
ord-9efe6333e98c4733b21ed3413c8658d8
来源数据集
uspto-grants-1998_03
专利号
US05728828

关联笔记

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