HCID 67771634, compound → 4-Hydroxy-N-demethyltoremifene

HRID 2396138Notes

Reaction equation

HRID 2396138 reaction equation
[Cl:1][CH2:2][CH2:3]/[C:4](/[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)=[C:5](\[C:17]1[CH:22]=[CH:21][C:20]([O:23]CC2C=CC=CC=2)=[CH:19][CH:18]=1)/[C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH2:14][NH:15][CH3:16])=[CH:8][CH:7]=1>C(O)C.C(OC(=O)C)C>[Cl:1][CH2:2][CH2:3]/[C:4](/[C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1)=[C:5](\[C:17]1[CH:18]=[CH:19][C:20]([OH:23])=[CH:21][CH:22]=1)/[C:6]1[CH:7]=[CH:8][C:9]([O:12][CH2:13][CH2:14][NH:15][CH3:16])=[CH:10][CH:11]=1

Participants

3

Reactant 1

HCID 67771634HCID 67771634, compound

Product 1

HCID 30365004-Hydroxy-N-demethyltoremifene

Reagents, catalysts & solvents 1

HCID 21584252Ethanol ethylacetateSolvent

Procedure

5.99 g of Z-4-chloro-1-(4-benzyloxyphenyl)-2-phenyl-1-[4-[2-(N-methylamino)ethoxy]phenyl]-1-butene is hydrogenated in ethanol-ethylacetate (1:1) using 10% Pd--C as a catalyst. The catalyst is filtered off and the solvents are evaporated. The residue is recrystallized from ethanol-water (1:1). The yield is 3.21 g (66%).

Workup

  1. filtrationThe catalyst is filtered off
  2. customthe solvents are evaporated
  3. customThe residue is recrystallized from ethanol-water (1:1)

Sources & evidence

ORD record
ord-5f06461daf34416caf6b6139c59450bf
Source dataset
uspto-grants-1996_02
Patent number
US05491173

Reaction notes

Loading…