3-Chloro-2-methyl-1-propene → 1,1-Dimethylcyclohexane

HRID 867151

반응식

HRID 867151 반응식
[OH-].[K+].[C:3]([CH:6]1[CH2:11][CH2:10][CH2:9][C:8]([CH3:13])([CH3:12])[CH2:7]1)(=[O:5])[CH3:4].C1OCCOC2C(=CC=CC=2)OCCOCCOC2C(=CC=CC=2)OC1.[CH2:40](Cl)[C:41](=[CH2:43])[CH3:42]>O.C1(C)C=CC=CC=1>[CH3:12][C:8]1([CH3:13])[CH2:9][CH2:10][CH2:11][CH2:6][CH2:7]1.[C:3]([C:6]1([CH2:42][C:41]([CH3:43])=[CH2:40])[CH2:11][CH2:10][CH2:9][C:8]([CH3:13])([CH3:12])[CH2:7]1)(=[O:5])[CH3:4]

참가 물질

8

반응물 4

HCID 112413-Chloro-2-methyl-1-propeneHCID 14797Potassium HydroxideHCID 26541Dibenzo-18-crown-6HCID 913881-(3,3-Dimethylcyclohexyl)ethanone

생성물 2

HCID 115491,1-DimethylcyclohexaneHCID 203846051-Acetyl-3,3-dimethyl-1-(2-methyl-2-propenyl)cyclohexane

시약·촉매·용매 2

HCID 962Water용매HCID 1140Toluene용매

반응 조건

온도
70 °C

실험 절차

A slurry of potassium hydroxide (84 grams, 1.5 moles), 1-acetyl-3,3-dimethylcyclohexane (156 grams, 1 mole), dibenzo-18-crown-6 (3 grams) having the structure: ##STR24## produced by the Aldrich Chemical Company of Metuchen, New Jersey, and toluene (150 ml) is heated to reflux whereupon the reaction mass thickens. The mass is cooled to 70° C., and methallyl chloride (135 grams, 1.5 moles) is added thereto rendering the reaction mixture more fluid. The reaction mixture is heated at reflux for an additional 9 hours whereupon the mass is cooled, and water is added. The aqueous layer is decanted, and the organic layer is distilled to afford 3,3-dimethylcyclohexane (62 gm) and 1-acetyl-3,3-dimethyl-1-(2-methyl-2-propenyl) cyclohexane (83 gm) (NMR spectrum, FIG. 1; IR spectrum, FIG. 2).

후처리

  1. temperatureis heated
  2. temperatureto reflux whereupon the reaction mass thickens
  3. temperatureThe reaction mixture is heated
  4. temperatureat reflux for an additional 9 hours whereupon the mass
  5. temperatureis cooled
  6. customThe aqueous layer is decanted
  7. distillationthe organic layer is distilled

출처 및 근거

ORD 기록
ord-82fd64f27dd14c20a48c69d2f25da563
출처 데이터셋
uspto-grants-1978_07
특허 번호
US04102928

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