Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2305283Generated: November 2, 2026

HCID 22650065, compound → HCID 11768601, compound

https://huagongshe.com/reaction/2305283

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 22650065HCID 22650065—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
ProductHCID 11768601HCID 1176860163%

Reaction Steps

In dioxane, 2-hydroxy-4,4-dimethyl-γ-butyrolactone prepared in the same manner as in Production Example 10 was subjected to a reaction (dehydration reaction) with equivalent P2O5 at room temperature to yield a corresponding α,β-unsaturated-γ-butyrolactone in a yield of 30%. The prepared α,β-unsaturated-γ-butyrolactone was then allowed to react with m-chloroperbenzoic acid (MCPBA) in methylene chloride at room temperature to yield 2,3-epoxy-4,4-dimethyl-γ-butyrolactone in a yield of 85%. Hydrogen was bubbled in a mixture of 10 mmole of the above-prepared 2,3-epoxy-4,4-dimethyl-γ-butyrolactone, 1 g of a 5% by weight Pd-C, and 20 ml of tetrahydrofuran at room temperature for 11 hours. The reaction mixture was filtrated and was concentrated, and the concentrate was subjected to column chromatography on a silica gel to yield 3-hydroxy-4,4-dimethyl-γ-butyrolactone in a yield of 63%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06440636B1
Source datasetuspto-grants-2002_08
ORD IDord-5cf8b4f485344feda0bd2535ae83cc37
Source noteuspto-grants-2002_08