Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 53909522 | HCID 53909522 | — |
| Product | HCID 22375161 | HCID 22375161 | 99% |
Reaction Steps
While keeping inside of a reaction system at a temperature of lower than 10° C., a solution of 5.0 g (16.3 mmol) of 4-(4-pentylcyclohexyl)-(oxobutyl)cyclohexane obtained in Example 1 and dissolved in 35 ml of THF was added dropwise to a mixture of 0.46 g (12.2 mmol) of LAH and 2.5 ml of THF and further stirred for 5 hours at a room temperature. Under cooled condition, 5 ml of ethyl acetate and then 100 ml of 6N hydrochloric acid were added to terminate the reaction. After extracted with 50 ml of ethyl acetate, the organic layer was washed with water twice and dried over anhydrous magnesium sulfate. After the magnesium sulfate was separated, the solvent was distilled off under a reduced pressure, and the residue thus obtained was recrystallized from 8 ml of hexane to obtain 5.0 g (yield 99%) of 4-(4-pentylcyclohexyl)-(2-hydroxybutyl)cyclohexane. Melting point: 130.9°-131.1° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05779936 |
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| Source dataset | uspto-grants-1998_07 |
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| ORD ID | ord-15712abbd7be46b98c1b9dec8ceb4e18 |
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| Source note | uspto-grants-1998_07 |
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