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Hydrochloric Acid → Methyl 4-chlorocyclohexanecarboxylate

HRID 414647
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인쇄 미리보기

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HRID 414647 반응식
[Cl-].[Al+3].[Cl-].[Cl-].C(OC)(=O)C=C.C=CC(Cl)=C.Cl.[Cl:17][C:18]1[CH2:23][CH2:22][CH:21]([C:24]([O:26][CH3:27])=[O:25])[CH2:20][CH:19]=1.ClC1CC(C(OC)=O)CCC=1>C(Cl)Cl>[Cl:17][CH:18]1[CH2:19][CH2:20][CH:21]([C:24]([O:26][CH3:27])=[O:25])[CH2:22][CH2:23]1
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참가 물질

8

반응물 6

HCID 313Hydrochloric AcidHCID 7294Methyl Acrylate2회HCID 31369ChloropreneHCID 6451240Aluminum(III) ChlorideHCID 14365658Methyl 4-chlorocyclohex-3-ene-1-carboxylateHCID 143656591-Chloro-5-carbomethoxy cyclohexene

생성물 1

HCID 21281591
Methyl 4-chlorocyclohexanecarboxylate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
22 °C

실험 절차

A mixture of 200 parts of anhydrous aluminum chloride in 2000 parts of methylene chloride was maintained under an atmosphere of nitroge while 129 parts of methyl acrylate was added over a period of about 0.5 hours. With the addition of the methyl acrylate, the temperature of the mixture rose exothermically to about 34° C. The mixture was cooled to about 22° C. and 132.8 parts of freshly prepared chloroprene was added slowly, with stirring over a period of about 1.5 hours. During the addition, the temperature rose slowly to reflux condition (about 40° C.). The reaction mixture was then maintained under a nitrogen atmosphere, with stirring, for about 16 hours at ambient conditions. The crude reaction product was then treated with 10% HCl, and washed with methylene chloride and distilled to yield an essentially pure mixture of 1-chloro-4-carbomethoxy cyclohexene (92%) and its isomer 1-chloro-5-carbomethoxy cyclohexene (8%).

후처리

  1. additionwas added over a period of about 0.5 hours
  2. customrose exothermically to about 34° C
  3. additionDuring the addition
  4. temperatureto reflux condition (about 40° C.)
  5. temperatureThe reaction mixture was then maintained under a nitrogen atmosphere
  6. stirringwith stirring, for about 16 hours at ambient conditions
  7. customThe crude reaction product
  8. washwashed with methylene chloride
  9. distillationdistilled
  10. customto yield

출처 및 근거

ORD 기록
ord-0a3b4868c83541a398d89ec083c5ebff
출처 데이터셋
uspto-grants-1988_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04792618

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