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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2302099Generated: October 25, 2026

N-Hydroxyphthalimide → 1-Acetyl-3,5-dimethyl Adamantane

https://huagongshe.com/reaction/2302099

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-HydroxyphthalimideHCID 10665—
Reactant1-Acetyl-3,5-dimethyl-7-adamantanolHCID 13464074—
Product3,5-Dimethyl-1-adamantanolHCID 2657937%
Product1-Acetyl-3,5-dimethyl AdamantaneHCID 1211312432%
Product1,3-Diacetyl-5,7-dimethyladamantaneHCID 121131412%
Product1,3-Dimethyl-4-adamantanoneHCID 126443325%

Reaction Steps

Except that the amount of N-hydroxyphthalimide was changed to 0.6 mmol, the procedure of Example 9 was repeated to give 1-acetyl-3,5-dimethyladamantane (yield 32%, selectivity 54%), 1,3-diacetyl-5,7-dimethyladamantane (yield 2%, selectivity 3%), 1-acetyl-3,5-dimethyl-7-adamantanol (yield %, selectivity 2%), 1,3-dimethyl-5-adamantanol (yield 7%, selectivity 12%), and 1,3-dimethyl-4-adamantanone (yield 5%, selectivity 8%), at a conversion rate from 1,3-dimethyladamantane of 59%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06429314B1
Source datasetuspto-grants-2002_08
ORD IDord-7d1ff4c668d94946a51b76cdc3322555
Source noteuspto-grants-2002_08