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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1916014Generated: October 30, 2026

Octane → 1-ADAMANTYL ACRYLATE

https://huagongshe.com/reaction/1916014

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOctaneHCID 356—
ReactantAcrylic AcidHCID 6581—
Reactant1,3-AdamantanediolHCID 573829—
ReactantSodiumHCID 5360545—
CatalystSulfuric AcidHCID 1118—
Catalyst4-MethoxyphenolHCID 9015—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product1-ADAMANTYL ACRYLATEHCID 1139012879.2%

Reaction Steps

Adamantyl acrylate is synthesized by the method described in JP-2001-106650-A. That is, 86.4 g (513 mmol) of 1,3-adamantane diol containing sodium in an amount of 0.05% by weight, 400 ml of toluene, 400 ml of n-octane, 108 g (1,500 mmol) of acrylic acid, 1.23 g of strong sulfuric acid, and 0.37 g p-methoxyphenol are placed in a separable flask equipped with a stirrer, a thermometer, a Dean-Stark water separator, a Dimroth condenser, an air introduction tube, and a separating valve provided on the bottom side. Reaction is conducted for five hours in a reflux state at 112° C. while inspiring a small amount of air to the flask. During the reaction, produced water is removed by using the Dean-Stark water separator. The reaction liquid is cooled down to room temperature followed by filtration of insoluble matters. 840 g of 5% by weight sodium hydroxide solution is admixed and separated. Thereafter, the organic phase is washed with 400 ml of water six times. The organic phase is condensed with a reduced pressure, filtered, and dried to obtain 83.8 g of adamantyl acrylate of white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08617778B2
Source datasetuspto-grants-2013_12
ORD IDord-eac53207ef6344e0bfeab26cca3dc5c0
Source noteuspto-grants-2013_12