Dichloromethane → 4-(Bromomethyl)-2-hydroxybenzonitrile

HRID 379030ノート

反応式

HRID 379030 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].C(Cl)Cl.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:35]>CN(C=O)C>[Br:35][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 4

HCID 6344DichloromethaneHCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 216969742-Hydroxy-4-(hydroxymethyl)benzonitrile

生成物 1

HCID 216969934-(Bromomethyl)-2-hydroxybenzonitrile

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

2-hydroxy-4-hydroxymethylbenzonitrile (0.20 g, 1.34 mmol) was dissolved in DMF (5 mL) and CH2Cl2(5 mL) and then 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) and H2O (100 mL), the organic layer were 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. customthe reaction mixture was partitioned between EtOAc (100 mL) and H2O (100 mL)
  2. customthe organic layer were separated
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered

出典と根拠

ORDレコード
ord-315c799a3d5344b990777a7de5cd8fe4
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…