Hydrochloric Acid → 3-Amino-1-adamantanol

HRID 1978113Notes

Reaction equation

HRID 1978113 reaction equation
Cl.[H][H].[N+:4]([C:7]12[CH2:16][CH:11]3[CH2:12][CH:13]([CH2:15][C:9]([OH:17])([CH2:10]3)[CH2:8]1)[CH2:14]2)([O-])=O>>[NH2:4][C:7]12[CH2:16][CH:11]3[CH2:12][CH:13]([CH2:15][C:9]([OH:17])([CH2:10]3)[CH2:8]1)[CH2:14]2

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 3522593HCID 3522593, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 6586453-Amino-1-adamantanolYield 95%

Procedure

An autocrave was charged with 10 ml of methanol were added 10 mmol of the 1-nitro-3-adamantanol obtained by the method of Preparation Example 4, 5% Pd-C (10 mol % as Pd, relative to a substrate) and 1 ml of hydrochloric acid, and the mixture was stirred in a hydrogen atmosphere at a temperature of 80° C. for 2 hours. And, as a result, the 1-nitro-3-adamantanol was converted into a 1-amino-3-adamantanol (yield:95%) with a conversion of 99%.

Sources & evidence

ORD record
ord-0ff44ce1a70f40bfafc1b2f842789764
Source dataset
uspto-grants-2001_05
Patent number
US06235851B1

Reaction notes

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