Propionic Acid → Alphamethyl-gamma-n-hexyl-butyrolactone

HRID 46747Notes

Reaction equation

[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]=[CH2:8].[C:9]([OH:13])(=[O:12])[CH2:10][CH3:11].C([O-])(=O)CC.[K+]>>[CH3:11][CH:10]1[CH2:1][CH:2]([CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])[O:13][C:9]1=[O:12]

Participants

Reactant 3

HCID 1032Propionic Acid

HCID 81251-Octene

HCID 23663619Potassium propionate

Product 1

HCID 12648626Alphamethyl-gamma-n-hexyl-butyrolactone

Procedure

Octene-1 in an amount of 2.24 g. and 11.65 g. of manganic acetate, Mn(C2H3O2)3.2H2O, (comprising two equivalents of Mn+3 based on titration value), were refluxed under nitrogen in 200 ml. propionic acid containing 20 g. potassium propionate. In less than an hour a good yield of alphamethyl-gamma-n-hexyl-butyrolactone was obtained.

Sources & evidence

ORD record: ord-e6f33265221e4ce2b908362c62e1a51c
Source dataset: uspto-grants-1979_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04175089

Reaction notes

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