Oxygen → HCID 3522593, compound

HRID 1978109Notes

Reaction equation

HRID 1978109 reaction equation
[N+:1]([C:4]12[CH2:13][CH:8]3[CH2:9][CH:10]([CH2:12][CH:6]([CH2:7]3)[CH2:5]1)[CH2:11]2)([O-:3])=[O:2].[O:14]=O>C(O)(=O)C>[N+:1]([C:4]12[CH2:5][CH:6]3[CH2:12][CH:10]([CH2:9][C:8]([OH:14])([CH2:7]3)[CH2:13]1)[CH2:11]2)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 977OxygenHCID 641651-Nitroadamantane

Product 1

HCID 3522593HCID 3522593, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To 25 ml of acetic acid were added 10 mmol of 1-nitroadamantane, 1 mmol of NHPI and 0.05 mmol of V(AA)3, and the resultant mixture was stirred in an oxygen atmosphere at a temperature of 75° C. for 8 hours. The analysis by gas chromatography revealed the formation of 1-nitro-3-adamantanol (yield: 48%) a 1-nitro-3,5-adamantanediol (yield:19%) and a 1-nitro-3,5,7-adamantanetriol (yield:2%), converted from 1-nitroadamantane at a conversion rate of 76%. These products were analyzed by mass spectrometric analysis.

Sources & evidence

ORD record
ord-aca0ddde060f46409ccbf49a87dfd095
Source dataset
uspto-grants-2001_05
Patent number
US06235851B1

Reaction notes

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