(S)-6-benzyl-6-aza-spiro[2,5]octan-4-ol → (4S)-6-Azaspiro[2.5]octan-4-ol

HRID 559340Notes

Reaction equation

HRID 559340 reaction equation
C([N:8]1[CH2:15][CH2:14][C:11]2([CH2:13][CH2:12]2)[C@H:10]([OH:16])[CH2:9]1)C1C=CC=CC=1>CO.[Pd]>[CH2:12]1[C:11]2([CH2:14][CH2:15][NH:8][CH2:9][C@H:10]2[OH:16])[CH2:13]1

Participants

4

Reactant 1

HCID 25204267(S)-6-benzyl-6-aza-spiro[2,5]octan-4-ol

Product 1

HCID 44541813(4S)-6-Azaspiro[2.5]octan-4-ol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

100 mg (S)-6-benzyl-6-aza-spiro[2.5]octan-4-ol were dissolved in 1 ml methanol and hydrogenated over palladium on barium sulfate. After de-benzylation (IPC by GC), the catalyst was filtered and the filtrate was concentrated under reduced pressure to provide the title compound. The hydrochloride salt of the title compound can be obtained by treating the aminoalcohol with HCl in ethyl acetate.

Workup

  1. filtrationAfter de-benzylation (IPC by GC), the catalyst was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-bea54a87230f4886bf0b03b93d767af7
Source dataset
uspto-grants-2011_11
Patent number
US08063042B2

Reaction notes

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