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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 618986Generated: October 25, 2026

Acetic Acid → 5,7-Dimethyladamantane-1,3-diol

https://huagongshe.com/reaction/618986

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantN-HydroxyphthalimideHCID 10665—
Reactant1,3-DimethyladamantaneHCID 12800—
Product1,3-DimethyladamantaneHCID 12800—
Product3,5-Dimethyl-1-adamantanolHCID 26579339%
Product5,7-Dimethyladamantane-1,3-diolHCID 58060558%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 1.64 grams (10 millimoles) of 1,3-dimethyladamantane, 0.13 gram (0.8 millimole) of N-hydroxyphthalimide, 0.015 gram (0.06 millimole) of Co(AA)2 and 10 milliliters of acetic acid was stirred under oxygen atmosphere at a temperature of 70° C. for six hours. As a result, with a transformation rate for 1,3-dimethyladamantane of 99%, 1-hydroxy-3,5-dimethyladamantane (yield 39%), and 1,3-dihydroxy-5,7-dimethyladamantane (yield 58%) were obtained. The selectivity for the alcohols was 97%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05958821
Source datasetuspto-grants-1999_09
ORD IDord-2a851c4fea1843b5989ebbc860497b17
Source noteuspto-grants-1999_09