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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75152Generated: October 28, 2026

HCID 59437178, compound → 4-(2-(1-Adamantylmethylamino)-1-hydroxyethyl)cyclohexanol

https://huagongshe.com/reaction/75152

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 59437178HCID 59437178—
CatalystAdams' catalystHCID 345198—
SolventMethanolHCID 887—
Product4-(2-(1-Adamantylmethylamino)-1-hydroxyethyl)cyclohexanolHCID 5943718532.5%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 4-(2-((1-adamantylmethyl)amino)-1-hydroxyethyl)phenol (0.3 g, 1 mmol) in MeOH (10 mL) was added PtO2 (60 mg). The mixture was stirred under hydrogen (50 psi) at 60° C. for 2 d. The solvent was removed and purified by preparative TLC to give 4-(2-(1-adamantylmethylamino)-1-hydroxyethyl)cyclohexanol (100 mg, 32%). 1H NMR: (400 MHZ, CDCl3) δ=0.90-1.40 (m, 5H), 1.46 (m, 6H), 1.50-1.65 (m, 6H), 1.66-1.82 (m, 2H), 1.92 (m, 3H), 2.25 (m, 2H), 3.30 (m, 5H), 4.41 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835426B2
Source datasetuspto-grants-2014_09
ORD IDord-46a54235c9a94e738d5972981a7f37f0
Source noteuspto-grants-2014_09