Terpinolene → Terpinen-4-ol

HRID 53466

Reaction equation

[O-]O.CC1CCC(=C(C)C)CC=1.[C:13]1([CH3:23])[CH2:18][CH2:17][C:16]([OH:22])([C:19]([CH3:21])=[CH2:20])[CH2:15][CH:14]=1>>[CH3:23][C:13]1[CH2:18][CH2:17][C:16]([OH:22])([CH:19]([CH3:20])[CH3:21])[CH2:15][CH:14]=1

Participants

Reactant 3

HCID 11463Terpinolene

HCID 18500Perhydroxyl radical

HCID 527428Limonen-4-ol

Product 1

HCID 11230Terpinen-4-ol

Procedure

The hydroperoxide resulting from terpinolene can be reduced to p-mentha-1,8-dien-4-ol and this can be selectively catalytically hydrogenated to give 4-terpineol.

Sources & evidence

ORD record: ord-0e59f7fd459343bc9c88c2816f5b86b6
Source dataset: uspto-grants-1997_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05620569

Linked notes

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