HCID 18646612, compound → HCID 67866229, compound

HRID 2249110Notes

Reaction equation

HRID 2249110 reaction equation
Cl.[NH2:2][C@H:3]1[C@H:16]([OH:17])[C@H:15]([Cl:18])[C:14]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[CH:7]=[CH:6][C:5]=2[CH2:4]1>CO.[Pd]>[ClH:18].[NH2:2][C@H:3]1[C@H:16]([OH:17])[CH2:15][C:14]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[CH:7]=[CH:6][C:5]=2[CH2:4]1

Participants

4

Reactant 1

HCID 18646612HCID 18646612, compound

Product 1

HCID 67866229HCID 67866229, compoundYield 90.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of (±)-(2R,3S,4R)-2-amino-4-chloro-1,2,3,4-tetrahydro-3-phenanthrenol hydrochloride (396 mg) in methanol (50 ml) was hydrogenated over 10% palladium on charcoal (109 mg) under atmospheric pressure at room temperature. When the theoretical amount of hydrogen was absorbed, the catalyst was filtered and the solvent evaporated under vacuum to give the title compound as a solid (315 mg).

Workup

  1. customWhen the theoretical amount of hydrogen was absorbed
  2. filtrationthe catalyst was filtered
  3. customthe solvent evaporated under vacuum

Sources & evidence

ORD record
ord-943a1abbc80845b9a848cca1dbb1b047
Source dataset
uspto-grants-1991_08
Patent number
US05041673

Reaction notes

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