Toluene → 3-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonitrile

HRID 2057515

반응식

HRID 2057515 반응식
Cl[CH:2]([CH2:12][C:13]([Cl:16])([Cl:15])Cl)[C:3]([CH3:11])([CH3:10])[CH:4]([C:8]#[N:9])C(O)=O.C1(C)C=CC=CC=1>CN(C)C=O>[Cl:16][C:13]([Cl:15])=[CH:12][CH:2]1[C:3]([CH3:10])([CH3:11])[CH:4]1[C:8]#[N:9]

참가 물질

4

반응물 2

HCID 1140TolueneHCID 204348434,6,6,6-Tetrachloro-2-cyano-3,3-dimethylhexanoic acid

생성물 1

HCID 128981733-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonitrile수율 89%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
145 °C

실험 절차

A solution of 4-chloro-2-cyano-3,3-dimethyl-6,6,6-trichlorohexanoic acid (6.14 g) in dimethyl formamide (12 ml) was stirred at 145° C. for 4 hours under an ammonia atmosphere at initially 5 bar pressure. After release of the pressure the mixture was stirred for another 6 hours at 145° C. After cooling, over 90% of the solvent was flashed off (bath temperature max. 60° C., pressure 12 mmHg). The residue was mixed with toluene and subsequently washed with aqueous hydrochloric acid and aqueous sodium bicarbonate. After drying of the organic phase the solvent was removed under reduced pressure to yield 3.3 g of the required 2-(2,2-dichlorovinyl)-3,3-dimethylcyclopropane nitrile (97% pure, 89% yield).

후처리

  1. custom(bath temperature max. 60° C., pressure 12 mmHg)
  2. washsubsequently washed with aqueous hydrochloric acid and aqueous sodium bicarbonate
  3. customAfter drying of the organic phase the solvent
  4. customwas removed under reduced pressure

출처 및 근거

ORD 기록
ord-53db2e25760d41c08e88f52e34312f8c
출처 데이터셋
uspto-grants-1980_07
특허 번호
US04211720

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