Carbon tetrabromide → 4-(Bromomethyl)-2-hydroxybenzonitrile

HRID 379024ノート

反応式

HRID 379024 の反応式
[OH:1][C:2]1[CH:9]=[C:8]([CH2:10]O)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:32]>CN(C=O)C.C(Cl)Cl>[Br:32][CH2:10][C:8]1[CH:7]=[CH:6][C:3]([C:4]#[N:5])=[C:2]([OH:1])[CH:9]=1

参加物

6

反応物 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 216969742-Hydroxy-4-(hydroxymethyl)benzonitrile

生成物 1

HCID 216969934-(Bromomethyl)-2-hydroxybenzonitrile

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

実験手順

2-Hydroxy-4-hydroxymethylbenzonitrile (0.20 g, 1.34 mmol) was dissolved in DMF (5 mL)—CH2Cl2(5 mL) and treated with triphenylphosphine (0.53 g, 2.01 mmol) and carbon tetrabromide (0.67 g, 2.01 mmol) at ambient temperature with stirring. After 2 h the reaction mixture was partitioned between EtOAc (100 mL)—H2O (100 mL), the organic layer separated, dried (MgSO4), and filtered to give the title compound after silica gel chromatography (15% EtOAc/hexane to 25% EtOAc/hexane).

後処理

  1. customAfter 2 h the reaction mixture was partitioned between EtOAc (100 mL)—H2O (100 mL)
  2. customthe organic layer separated
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered

出典と根拠

ORDレコード
ord-8991a41115b445c2baca422ec49769a8
出典データセット
uspto-grants-2001_10
特許番号
US06297239B1

反応ノート

読み込み中…