HCID 23440891, compound → HCID 12992436, compound

HRID 1357984Notes

Reaction equation

HRID 1357984 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. on 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-287b7f275e74406ab8766d21a3cdb6c3
Source dataset
uspto-grants-2003_07
Patent number
US06593322B1

Reaction notes

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