N,N-Didesmethylvenlafaxine → N-Desmethylvenlafaxine

HRID 485140Notes

Reaction equation

HRID 485140 reaction equation
N[CH2:2]C(C1(O)CCCCC1)C1C=CC=CC=1.[NH2:17][CH2:18][CH:19]([C:28]1([OH:34])[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1)[C:20]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=1.Cl.C1(O)CCCCC1>>[CH3:27][O:26][C:23]1[CH:22]=[CH:21][C:20]([CH:19]([C:28]2([OH:34])[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]2)[CH2:18][NH:17][CH3:2])=[CH:25][CH:24]=1

Participants

4

Reactant 3

HCID 9795857N,N-DidesmethylvenlafaxineHCID 135203041-[alpha-(Aminomethyl)benzyl]cyclohexanolHCID 18413310Cyclohexanol hydrochloride

Product 1

HCID 3501942N-Desmethylvenlafaxine

Procedure

By replacing 1-[α-(aminomethyl)benzyl]cyclohexanol with a molar equivalent amount of 1-[2-amino-1-(p-methoxyphenyl)ethyl]cyclohexanol in Example 7, 1-[1-(4-methoxyphenyl)-2-methylamino)ethyl]cyclohexanol hydrochloride (m.p. 164°-166° C.) was obtained.

Workup

  1. customwas obtained

Sources & evidence

ORD record
ord-ea5042d20f764556b5ebb20ccf1f0dd1
Source dataset
uspto-grants-1985_08
Patent number
US04535186

Reaction notes

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