HCID 23105725, compound → HCID 23105774, compound

HRID 917680Notes

Reaction equation

HRID 917680 reaction equation
Cl.[CH3:2][N:3]([CH2:5][CH:6]1[CH2:11][CH:10]([OH:12])[CH2:9][CH:8]=[C:7]1[C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH3:20])[CH:14]=1)[CH3:4]>[Pd]>[CH3:4][N:3]([CH2:5][CH:6]1[CH:7]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH3:20])[CH:14]=2)[CH2:8][CH2:9][CH:10]([OH:12])[CH2:11]1)[CH3:2]

Participants

3

Reactant 1

HCID 23105725HCID 23105725, compound

Product 1

HCID 23105774HCID 23105774, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

When producing [5-(4-methoxybenzyloxy)-2-(3-methoxyphenyl)cyclohexylmethyl]-dimethylamine, the cyclohexene derivative [5-(4-methoxybenzyloxy)-2-(3-methoxyphenyl)cyclohex-2-enylmethyl]dimethylamine was isolated as a secondary product, as the 3-dimethylaminomethyl-4-(3-methoxyphenyl)cyclohexanol hydrochloride used was contaminated by the preliminary stage 5-dimethylaminomethyl-4-(3-methoxyphenyl)-cyclohex-3-enol hydrochloride which was catalytically hydrogenated by palladium to produce 3-dimethylaminomethyl-4-(3-methoxyphenyl)cyclohexanol.

Sources & evidence

ORD record
ord-f4739106f7704221afc8257e3480943e
Source dataset
uspto-grants-2007_09
Patent number
US07273952B2

Reaction notes

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