Tetrahydrofuran → HCID 21433688, compound

HRID 596278Notes

Reaction equation

HRID 596278 reaction equation
[C:1]([C:3]1([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:8][CH2:7][CH:6]([OH:9])[CH2:5][CH2:4]1)#N.[H-].[Al+3].[Li+].[H-].[H-].[H-].[O:22]1CCCC1>>[OH:9][CH:6]1[CH2:7][CH2:8][C:3]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)([CH:1]=[O:22])[CH2:4][CH2:5]1

Participants

4

Reactant 3

HCID 8028TetrahydrofuranHCID 124536734-Hydroxy-1-phenylcyclohexane-1-carbonitrileHCID 21226445Aluminium lithium hydride

Product 1

HCID 21433688HCID 21433688, compound

Procedure

A thus produced 4-cyano-4-phenylcyclohexanol (b) obtained in step (1) is directly reduced, e.g., with lithium aluminum hydride (in a solvent such as tetrahydrofuran) at elevated (reflux) temperature, to give a corresponding 4-hydroxy-1-phenyl-1-cyclohexanecarboxaldehyde (c). This compound is also prepared via the tetrahydropyranyl ether of (b).

Sources & evidence

ORD record
ord-53f041787cfe46bbbad94aafc981ad64
Source dataset
uspto-grants-1977_03
Patent number
US04010201

Reaction notes

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