Hydrochloric Acid → Ethyl 1-cyano-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane-1-carboxylate

HRID 894488

反応式

HRID 894488 の反応式
[Cl:1][C:2]([Cl:8])=[CH:3][CH:4]=[C:5]([CH3:7])[CH3:6].Br[CH:10]([C:16]#[N:17])[C:11]([O:13][CH2:14][CH3:15])=[O:12].C(=O)([O-])[O-].[Ca+2].[Ca].[Cl-].[Na+].Cl>[Cu].C(OCCCC)(=O)C.O>[CH2:14]([O:13][C:11]([C:10]1([C:16]#[N:17])[CH:4]([CH:3]=[C:2]([Cl:8])[Cl:1])[C:5]1([CH3:7])[CH3:6])=[O:12])[CH3:15]

参加物

10

反応物 6

HCID 313Hydrochloric AcidHCID 5234Sodium ChlorideHCID 10112Calcium CarbonateHCID 14469Ethyl 2-bromo-2-cyanoacetateHCID 1087461,3-Pentadiene, 1,1-dichloro-4-methyl-HCID 5460341Calcium

生成物 1

HCID 12898169Ethyl 1-cyano-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane-1-carboxylate

試薬・触媒・溶媒 3

HCID 23978Copper触媒HCID 962Water溶媒2 回HCID 31272Butyl Acetate溶媒

反応条件

温度
80 °C

実験手順

A mixture of 1,1-dichloro-4-methylpenta-1,3-diene (30.2 parts), ethyl bromocyanoacetate (38.4 parts), calcium carbonate (20 parts), copper catalyst, phase transfer catalyst and calcium or sodium chloride (each as indicated in the table below) and water (100 parts) is heated at 80° C. and held at 80° C. for 6 hours. The reaction mixture is cooled and stirred with water (100 parts), butyl acetate (100 parts by volume) and concentrated hydrochloric acid (100 parts by volume). The mixture is filtered and the residue is washed with butyl acetate (2×20 parts by volume). The filtrate and washes are combined and the butyl acetate layer is separated and washed with water (4×50 parts). The crude ethyl-1-cyano-3-(2',2'-dichlorovinyl)-2,2-dimethylcyclopropane-1-carboxylate is isolated by removal of the butyl acetate under reduced pressure.

後処理

  1. temperatureThe reaction mixture is cooled
  2. filtrationThe mixture is filtered
  3. washthe residue is washed with butyl acetate (2×20 parts by volume)
  4. customthe butyl acetate layer is separated
  5. washwashed with water (4×50 parts)

出典と根拠

ORDレコード
ord-db4f54f5210949e58fe9a53847bdc973
出典データセット
uspto-grants-1981_08
特許番号
US04284582

関連ノート

読み込み中…