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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2120522Generated: November 1, 2026

Tetrahydrofuran → 3-Hydroxy-1-adamantyl acrylate

https://huagongshe.com/reaction/2120522

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
ReactantAcryloyl chlorideHCID 13140—
Reactant1,3-AdamantanediolHCID 573829—
SolventWaterHCID 962—
Product3-Hydroxy-1-adamantyl acrylateHCID 2222879063%

Reaction Conditions

Temperature50 °C

Reaction Steps

A total of 13 mmole of acrylyl chloride was added dropwise to a mixture of 10 mmole of 1,3-adamantanediol, 15 mmole of triethylamine and 100 ml of tetrahydrofuran over about 30 minutes. After the completion of addition, the resulting mixture was stirred at 50° C. for 1.5 hours. After adding water, the reaction mixture was extracted with ethyl acetate, the organic layer was concentrated, and the resulting concentrate was subjected to column chromatography on a silica gel to thereby yield the title compound in a yield of 63%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06692889B1
Source datasetuspto-grants-2004_02
ORD IDord-7a4567ec83f94880a6e9893fef2df90a
Source noteuspto-grants-2004_02