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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1267551Generated: October 26, 2026

Tetrahydrofuran → 3-Hydroxy-1-adamantyl acrylate

https://huagongshe.com/reaction/1267551

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 acryloyl 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 the addition of 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 numberUS06552143B2
Source datasetuspto-grants-2003_04
ORD IDord-d2f7737bec514fc29c95954b237ede3c
Source noteuspto-grants-2003_04