O-Xylene → 2,4-Dichloro-5-fluorobenzonitrile

HRID 2396433

반응식

HRID 2396433 반응식
Br[C:2]1[C:3]([Cl:10])=[CH:4][C:5]([Cl:9])=[C:6]([F:8])[CH:7]=1.[Cu][C:12]#[N:13].CC(CC(O)CO)C.C1(C)C(C)=CC=CC=1>[Br-].C([P+](CCCC)(CCCC)CCCC)CCC>[Cl:10][C:3]1[CH:4]=[C:5]([Cl:9])[C:6]([F:8])=[CH:7][C:2]=1[C:12]#[N:13]

참가 물질

6

반응물 4

HCID 7237O-XyleneHCID 911714-Methylpentane-1,2-diolHCID 117913931-Bromo-2,4-dichloro-5-fluorobenzeneHCID 178418546HCID 178418546, 화합물

생성물 1

HCID 27827532,4-Dichloro-5-fluorobenzonitrile

시약·촉매·용매 1

HCID 76564Tetrabutylphosphonium bromide촉매

실험 절차

97.6 g (0.4 mol) of 5-bromo-2,4-dichlorofluorobenzene, 35.8 g (0.4 mol) of copper(I)cyanide, 10.0 g (0.014 mol) of trimethyl(ethoxypolyoxypropyl)ammonium chloride, 5.0 g (0.015 mol) of tetrabutylphosphonium bromide and 5.0 g (0.01 mol) of polyethylene glycol dimethyl ether 500 were introduced together with 20.0 g (0.19 mol) of xylene into a 250 ml 3-neck flask fitted with a reflux condenser and blade stirrer and azeotropically dried at up to 150° C. under reduced pressure. Amount of 2,4-dichloro-5-fluorobenzonitrile formed: after 5 hours: 19 GC area-%. after 26 hours: 75 GC area-%.

후처리

  1. customfitted with a reflux condenser and blade stirrer
  2. customazeotropically dried at up to 150° C. under reduced pressure

출처 및 근거

ORD 기록
ord-831c3ffd12e640e58d374f798b199218
출처 데이터셋
uspto-grants-1996_02
특허 번호
US05492875

연결된 노트

불러오는 중…