Acetate → Nerol

HRID 1578329Notes

Reaction equation

HRID 1578329 reaction equation
CC(Cl)(C)CCCCCCC.[CH3:12][C:13]([CH3:21])=[CH:14][CH2:15][CH2:16][C:17]([CH:19]=[CH2:20])=[CH2:18].Cl.C([O-])(=[O:25])C.[Na+].C([O-])(=O)C.[OH-].[Na+]>>[OH:25][CH2:20]/[CH:19]=[C:17](/[CH3:18])\[CH2:16][CH2:15][CH:14]=[C:13]([CH3:21])[CH3:12]

Participants

6

Reactant 5

HCID 175AcetateHCID 14798Sodium HydroxideHCID 1381892-Chloro-2-methylnonaneHCID 517045Sodium AcetateHCID 19805005Myrcene hydrochloride

Product 1

HCID 643820Nerol

Procedure

The dimethyloctyl chloride is then obtained by reacting the myrcene hydrochloride (neryl/geranyl chloride) with sodium acetate and saponifying the acetate with sodium hydroxide to produce nerol/geranil. This is then hydrogenated to produce dimethyloctanol, which is treated with HCl in the presence of zinc chloride to produce the dimethyloctyl chloride.

Sources & evidence

ORD record
ord-e0fe337861ba47c4a3b35622b578bb00
Source dataset
uspto-grants-1981_09
Patent number
US04292459

Reaction notes

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