Nitric Acid → 4-Aminoadamantan-1-ol

HRID 1092325Notes

Reaction equation

HRID 1092325 reaction equation
[NH2:1][CH:2]1[CH:9]2[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:11][CH:3]1[CH2:4]3)[CH2:8]2.[N+]([O-])(O)=[O:13]>OS(O)(=O)=O>[NH2:1][CH:2]1[CH:3]2[CH2:11][CH:7]3[CH2:6][C:5]([OH:13])([CH2:10][CH:9]1[CH2:8]3)[CH2:4]2

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 253322-Aminoadamantane

Product 1

HCID 28574474-Aminoadamantan-1-ol

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

This know material (CAS 62058-13-3) was made according to Klimova et al., Khimiko-Farmatsevticheskii Zhurnal (1986), 20(7), 810-815 by hydroxylation of 2-aminoadamantane with HNO3 in H2SO4. 2-amino-5-hydroxyadamantane was obtained as a 2:1 mixture of the (Z) and (E) diasteromers.

Sources & evidence

ORD record
ord-07c026d8046c4c29a2b5bf6ba25c0251
Source dataset
uspto-grants-2012_03
Patent number
US08129423B2

Reaction notes

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