Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1793243Generated: October 30, 2026

Sulfuric Acid → 1,3-Adamantanedicarboxylic acid

https://huagongshe.com/reaction/1793243

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantAdamantaneHCID 9238—
Reactant1,3-AdamantanediolHCID 573829—
ReactantHCID 11269261HCID 11269261—
Solvent1,2-DichloroethaneHCID 11—
SolventFormic AcidHCID 284—
Product1,3-Adamantanedicarboxylic acidHCID 64339—
Product1,3-AdamantanediolHCID 573829—

Reaction Steps

The synthesis of 2-methacryloyloxy-2-(3-(2-methacryloyloxy-2-propyl)-1-adamantyl)propane was performed by the following method. First, according to the method described in Japanese Patent Application Laid-open No. 2002-167342, 100 g of 1,3-dihydroxyadamantane was synthesized from adamantane. Next, a four-necked flask equipped with a stirrer, a thermometer, a dropping funnel and a Dimroth condenser was charged with 100 g of 1,3-dihydroxyadamantane, 500 mL of 1,2-dichloroethane and 800 g of 96% sulfuric acid, and further 300 g of formic acid was dropped into the flask for 1 h. Thereafter, the contents of the flask were reacted at 25° C. for 10 h. The resultant reaction solution was filtered to separate precipitated crystals therefrom. The thus separated crystals were washed with water to obtain 140 g of 1,3-adamantanedicarboxylic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07078562B2
Source datasetuspto-grants-2006_07
ORD IDord-946f03b2dca0420599ed66931098e182
Source noteuspto-grants-2006_07