HCID 23440891, compound → HCID 12992436, compound

HRID 2114691Notes

Reaction equation

HRID 2114691 reaction equation
C1(C[O:8][C:9]2[CH:33]=[CH:32][C:12]([CH2:13][CH:14]3[C:23]4[C:18](=[CH:19][C:20]([O:24][CH3:25])=[CH:21][CH:22]=4)[CH2:17][CH2:16][N:15]3[C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[CH:11][CH:10]=2)C=CC=CC=1>C(O)(=O)C.C(O)C.[Pd]>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:13][CH:14]2[C:23]3[C:18](=[CH:19][C:20]([O:24][CH3:25])=[CH:21][CH:22]=3)[CH2:17][CH2:16][N:15]2[C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)=[CH:32][CH:33]=1

Participants

5

Reactant 1

HCID 23440891HCID 23440891, compound

Product 1

HCID 12992436HCID 12992436, compoundYield 63%

Reagents, catalysts & solvents 3

HCID 176Acetic AcidCatalystHCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 1-{4-(phenylmethoxy)benzyl}-6-methoxy-2-phenyl-1,2,3,4-tetrahydroisoquinoline (0.60 g, 1.38 mmol), palladium (5% wt. oil activated carbon, 0.06 g), and glacial acetic acid (3 drops) in ethanol (30 mL) was stirred under hydrogen for 15 hours. The reaction was filtered and concentrated to provide the title compound (0.30 g, 63% yield): ES-MS (m/z) 346 [M+H]+.

Workup

  1. filtrationThe reaction was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-b40de39fea3f4b20bd9b5129b23028fb
Source dataset
uspto-grants-2008_10
Patent number
US07435729B2

Reaction notes

Loading…