Acetonitrile--water (1/1) → HCID 58954803, compound

HRID 333277Notes

Reaction equation

HRID 333277 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([C:16]#[N:17])[CH2:14][CH2:13][CH2:12][C:11](=[O:15])[CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8].[CH3:18]C#N.O>CO>[NH2:17][CH2:16][C:9]1([C:4]2[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=2)[CH2:14][CH2:13][CH2:12][C:11]([CH3:18])([OH:15])[CH2:10]1

Participants

4

Reactant 2

HCID 18373917Acetonitrile--water (1/1)HCID 58954764HCID 58954764, compound

Product 1

HCID 58954803HCID 58954803, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title compound was synthesized from 1-(3,4-dichlorophenyl)-3-oxo-cyclohexanecarbonitrile (1.0 g, 3.7 mmol) according to General Procedure Y, followed by General Procedure E (Scheme 31). The crude product was dissolved in MeOH (4 ML) and subjected to reverse phase column chromatography (CH3CN/H2O/0.1% formic acid=5% to 100%) to give (±) 3-aminomethyl-3-(3,4-dichloro-phenyl)-1-methyl-cyclohexanol (0.57 g, 81%).

Sources & evidence

ORD record
ord-5ef3c8fc8a4b4e62b77d9b5105a89908
Source dataset
uspto-grants-2014_11
Patent number
US08877975B2

Reaction notes

Loading…