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

HRID 2057515ノート

反応式

HRID 2057515 の反応式
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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
145 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-53db2e25760d41c08e88f52e34312f8c
出典データセット
uspto-grants-1980_07
特許番号
US04211720

反応ノート

読み込み中…