Toluene → 1,1-Dimethylcyclohexane

HRID 867154

반응식

HRID 867154 반응식
[OH-:1].[K+].[CH2:3]1[CH2:8][CH2:7]C[CH2:5][CH2:4]1.C1OCCOC2C(=CC=CC=2)OCCOCCO[C:17]2[C:12](=[CH:13]C=CC=2)OC1.[CH2:35](Cl)[CH:36]=[CH2:37].[C:39]1([CH3:45])[CH:44]=[CH:43][CH:42]=C[CH:40]=1>O>[CH3:35][C:36]1([CH3:37])[CH2:7][CH2:8][CH2:3][CH2:4][CH2:5]1.[C:36]([C:35]1([CH2:17][CH:12]=[CH2:13])[CH2:42][CH2:43][CH2:44][C:39]([CH3:40])([CH3:45])[CH2:3]1)(=[O:1])[CH3:37]

참가 물질

8

반응물 5

HCID 1140TolueneHCID 7850Allyl chlorideHCID 8078CyclohexaneHCID 14797Potassium HydroxideHCID 26541Dibenzo-18-crown-6

생성물 2

HCID 115491,1-DimethylcyclohexaneHCID 148178511-[3,3-Dimethyl-1-(prop-2-en-1-yl)cyclohexyl]ethan-1-one

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
70 °C

실험 절차

A slurry of potassium hydroxide (84 grams, 1.5 moles), 1-acetyl-3,3-dimethyl) cyclohexane (156 grams, 1 mole), dibenzo-18-crown-6 (3 grams) having the structure: ##STR31## 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 allyl chloride (114 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 added, and the organic layer is distilled for afford 24 grams of 3,3-dimethylcyclohexane, 48 grams of 1-acetyl-3,3-dimethyl-1-(2-propenyl)cyclohexane, and 90 grams of nonvolatile material.

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. additionThe aqueous layer is added
  7. distillationthe organic layer is distilled

출처 및 근거

ORD 기록
ord-21fc749a17b0465e88a3e7992b64d71b
출처 데이터셋
uspto-grants-1978_07
특허 번호
US04102928

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