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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1891991Generated: November 4, 2026

Thionyl Chloride → 4,6-Dimethyl-3,4-dihydro-2h-pyran-2-one

https://huagongshe.com/reaction/1891991

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant3-Methyl-5-oxohexanoic acidHCID 10261207—
SolventBenzeneHCID 241—
Product4,6-Dimethyl-3,4-dihydro-2h-pyran-2-oneHCID 281857—

Reaction Conditions

Temperature85 °C

Reaction Steps

A solution of 3-methyl-5-oxohexanoic acid (2.1 g) in benzene (26 mL) was treated at rt with thionyl chloride (1.26 mL). The mixture was heated to 85° C. where it stirred for 2 days. At the conclusion of this period, the mixture was cooled to rt and concentrated under vacuum to provide 4,6-dimethyl-3,4-dihydropyran-2-one as a dark brown oil, which was used directly in Step 4 without purification. Mass spectrum m/z 127.37 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507559B2
Source datasetuspto-grants-2013_08
ORD IDord-80270d6cf1334433aa682efef6cfb69d
Source noteuspto-grants-2013_08