Oxygen → 1-Carboxy-3-nitro-5-adamantanol

HRID 1937262

Reaction equation

HRID 1937262 reaction equation
[O:1]=O.[C:3]([C:6]12[CH2:15][CH:10]3[CH2:11][CH:12]([CH2:14][C:8]([N+:16]([O-:18])=[O:17])([CH2:9]3)[CH2:7]1)[CH2:13]2)([OH:5])=[O:4]>C(O)(=O)C>[C:3]([C:6]12[CH2:15][C:10]3([OH:1])[CH2:11][CH:12]([CH2:14][C:8]([N+:16]([O-:18])=[O:17])([CH2:9]3)[CH2:7]1)[CH2:13]2)([OH:5])=[O:4]

Participants

4

Reactant 2

HCID 977OxygenHCID 392393-Nitrotricyclo(3.3.1.13,7)decane-1-carboxylic acid

Product 1

HCID 224635701-Carboxy-3-nitro-5-adamantanolYield 80%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

In an atmosphere of oxygen, the mixture of 10 mmole of 1-carboxy-3-nitroadamantane, 1 mmole of NHPI, 0.05 mmole of V(AA) 3 and 25 mL of acetic acid was allowed to react for 4 hours at 85° C. The reaction products were analyzed by gas-mass spectroscopy, and as a result, 1-carboxy-3-nitro-5-adamantanol was formed in a 80% yield.

Workup

  1. customto react for 4 hours at 85° C

Sources & evidence

ORD record
ord-32be10716b084944abeb66e5d07af09e
Source dataset
uspto-grants-2002_05
Patent number
US06392104B1

Linked notes

Loading…