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

HRID 894488

반응식

HRID 894488 반응식
[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]

참가 물질

10

반응물 6

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

생성물 1

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

시약·촉매·용매 3

HCID 23978Copper촉매HCID 962Water용매2회HCID 31272Butyl Acetate용매

반응 조건

온도
80 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-db4f54f5210949e58fe9a53847bdc973
출처 데이터셋
uspto-grants-1981_08
특허 번호
US04284582

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