HCID 68593127, compound → HCID 59293488, compound

HRID 883270Notes

Reaction equation

HRID 883270 reaction equation
C([N:8](C)[C@@H:9]1[CH2:18][CH2:17][C:16]2[C:15]([OH:19])=[CH:14][CH:13]=[CH:12][C:11]=2[CH2:10]1)C1C=CC=CC=1>C1COCC1.[Pd]>[NH2:8][C@@H:9]1[CH2:18][CH2:17][C:16]2[C:15]([OH:19])=[CH:14][CH:13]=[CH:12][C:11]=2[CH2:10]1

Participants

4

Reactant 1

HCID 68593127HCID 68593127, compound

Product 1

HCID 59293488HCID 59293488, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of (6R)-6-[Benzyl(methyl)amino]-5,6,7,8-tetrahydronaphthalen-1-ol (4.80 g, 18.946 mmol) in THF (150 mL) was added to Pd/C (1.90 g, 10% weight of Pd on activated carbon), and the reaction mixture was stirred under H2 (g) atmosphere for 16 h. It was filtered through Celite washing with AcOEt (1×200 mL) and the solvent was concentrated off to afford 3.0 g of the title product (Rf=0.1 (20% MeOH/CH2Cl2), off-white solid, 97% yield).

Workup

  1. filtrationIt was filtered through Celite
  2. washwashing with AcOEt (1×200 mL)
  3. concentrationthe solvent was concentrated off

Sources & evidence

ORD record
ord-56330cb9a8354c7781ae2eb9e65a9ef7
Source dataset
uspto-grants-2012_08
Patent number
US08236845B2

Reaction notes

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