Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 992150Generated: October 26, 2026

Benzonitrile → Benzamide, N-1-adamantyl-

https://huagongshe.com/reaction/992150

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzonitrileHCID 7505—
ReactantAdamantaneHCID 9238—
ReactantN-HydroxyphthalimideHCID 10665—
Reactantoxygen O2HCID 131723558—
SolventAcetic AcidHCID 176—
ProductBenzamide, N-1-adamantyl-HCID 2939265%
Product1-AdamantanolHCID 641527%
Product1-NitroadamantaneHCID 641656%
Product1-Adamantyl acetateHCID 5199732%

Reaction Steps

Into a flask, 1 mmole of adamantane, 0.1 mmole of N-hydroxyphthalimide, 6 ml of benzonitrile and 1 ml of acetic acid were added to mix and the flask was equipped with a gas bag (about 1L) of nitrogen monoxide NO. The mixture was reacted for 20 hours at 100° C. with stirring. The reaction products were analyzed by gas chromatography, and, as a result, the conversion of adamantane was 92%, and 1-benzoylaminoadamantane (yield 65%), 1-adamantanol (yield 7%), 1-nitroadamantane (yield 6%), 1-acetyloxyadamantane (yield 2%) and 2-adamantanone (yield 2%) were formed.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06468487B1
Source datasetuspto-grants-2002_10
ORD IDord-dbd02d744dfb40f88857f67c57f33a61
Source noteuspto-grants-2002_10