HCID 178425356, compound → HCID 178455752, compound

HRID 1673170Notes

Reaction equation

HRID 1673170 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[CH2:13][CH2:12][C@H:11]([C@H:14]3[CH2:19][CH2:18][C@H:17]([CH:20]4OC(=O)[CH2:21]4)[CH2:16][CH2:15]3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1>CCCCCCC>[CH:20]([C@H:17]1[CH2:16][CH2:15][C@H:14]([C@H:11]2[CH2:12][CH2:13][C@H:8]([C:5]3[CH:4]=[CH:3][C:2]([CH3:1])=[CH:7][CH:6]=3)[CH2:9][CH2:10]2)[CH2:19][CH2:18]1)=[CH2:21]

Participants

3

Reactant 1

HCID 178425356HCID 178425356, compound

Product 1

HCID 178455752HCID 178455752, compoundYield 92.4%

Reagents, catalysts & solvents 1

HCID 8900HeptaneSolvent

Conditions

Temperature
170 °C

Procedure

4-(trans-4-(trans-4-(4-Methylphenyl)cyclohexyl)-cyclohexyl)-2-oxetanone (3 g, 9.2 mmol) obtained in Example 8 was placed in a reactor, the interior of which was then sufficiently replaced by nitrogen. The reactor was heated, and after heating to 170° C. for 3 hours, it was cooled to room temperature. The resulting solid was dissolved in heptane and purified with silica gel chromatography to provide trans-1-ethenyl-4-(trans-4-(4-methylphenyl)cyclohexyl)-cyclohexane (2.4 g, 8.5 mmol, yield: 89%).

Workup

  1. temperatureThe reactor was heated
  2. temperatureit was cooled to room temperature
  3. custompurified with silica gel chromatography

Sources & evidence

ORD record
ord-d22518b98df14c84810582f9ae93802c
Source dataset
uspto-grants-2011_08
Patent number
US07999123B2

Reaction notes

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