Boron tribromide → 3,4-Dihydroxy-5-nitrobenzaldehyde

HRID 2570

反応式

HRID 2570 の反応式
[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]

参加物

4

反応物 2

HCID 25134Boron tribromideHCID 811345-Nitrovanillin

生成物 1

HCID 57489573,4-Dihydroxy-5-nitrobenzaldehyde収率 55.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-9efe6333e98c4733b21ed3413c8658d8
出典データセット
uspto-grants-1998_03
特許番号
US05728828

関連ノート

読み込み中…