Dichloromethane → 4-(Bromomethyl)-2-hydroxybenzonitrile

HRID 379030노트

반응식

HRID 379030 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 216969934-(Bromomethyl)-2-hydroxybenzonitrile

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-315c799a3d5344b990777a7de5cd8fe4
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06297239B1

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