Boron tribromide → Benzaldehyde, 2,3-dihydroxy-4-nitro-

HRID 2215476ノート

反応式

HRID 2215476 の反応式
[OH:1][C:2]1[C:9]([O:10]C)=[C:8]([N+:12]([O-:14])=[O:13])[CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].B(Br)(Br)Br>ClCCl>[OH:1][C:2]1[C:9]([OH:10])=[C:8]([N+:12]([O-:14])=[O:13])[CH:7]=[CH:6][C:3]=1[CH:4]=[O:5]

参加物

4

反応物 2

HCID 25134Boron tribromideHCID 149774472-Hydroxy-3-methoxy-4-nitrobenzaldehyde

生成物 1

HCID 10442360Benzaldehyde, 2,3-dihydroxy-4-nitro-収率 95.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

17.2 g of 2-hydroxy-3-methoxy-4-nitrobenzaldehyde (J. Het. Chem. 33, (1996), 1171) in 350 ml of dichloromethane is slowly mixed at 0° C. with 175 ml of boron tribromide solution (1 M in dichloromethane), and it is stirred for another 4 hours. The batch is added to ice water, the organic phase is separated, and the aqueous phase is extracted with dichloromethane. The combined organic phases are washed with water, and the solvent is removed in a vacuum. 15.2 g of 2,3-dihydroxy-4-nitrobenzaldehyde is obtained as a red solid, flash point 122–126° C.

後処理

  1. customthe organic phase is separated
  2. extractionthe aqueous phase is extracted with dichloromethane
  3. washThe combined organic phases are washed with water
  4. customthe solvent is removed in a vacuum

出典と根拠

ORDレコード
ord-e04937bd120d45e6859a82138a6050f1
出典データセット
uspto-grants-2006_09
特許番号
US07109212B2

反応ノート

読み込み中…