Hydrochloric Acid → 911103-15-6

HRID 507869Notes

Reaction equation

HRID 507869 reaction equation
C([N:8]1[CH2:24][CH2:23][C:11]2([N:15]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:14](=[O:22])[CH:13]=[CH:12]2)[CH2:10][CH2:9]1)C1C=CC=CC=1.[ClH:25]>C(O)(C)C.O.[Pd]>[ClH:25].[C:16]1([N:15]2[C:11]3([CH2:23][CH2:24][NH:8][CH2:9][CH2:10]3)[CH2:12][CH2:13][C:14]2=[O:22])[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 127113908-Benzyl-1-phenyl-1,8-diaza-spiro[4.5]dec-3-en-2-one

Product 1

HCID 68468631911103-15-6

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 962WaterSolventHCID 3776IsopropanolSolvent

Procedure

To a suspension of Pd/C (30 mg, 10%) in isopropanol (5 mL), water (5 mL) and hydrochloric acid (0.04 mL) was added 8-benzyl-1-phenyl-1,8-diaza-spiro[4.5]dec-3-en-2-one (150 mg 0.5 mmol). The mixture was hydrogenated under H2 (50 psi) at 20° C. for 5 hours. After filtration, the filtrate was evaporated under reduced pressure to give 1-phenyl-1,8-diazaspiro[4.5]decan-2-one hydrochloride. 1H NMR (300 MHz, MeOD) δ 7.42-7.52 (m, 3H), 7.15-7.41 (m, 2H), 3.29-3.33 (m, 2H), 3.06-3.16 (m, 2H), 2.63 (t, J=7.8 Hz, 2H), 2.31 (t, J=8.1 Hz, 2H) 1.96-2.00 (m, 2H), 1.78-1.89 (m, 2H).

Workup

  1. filtrationAfter filtration
  2. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-001880bc0d8f4f7fa9203f9f1407d832
Source dataset
uspto-grants-2010_08
Patent number
US07786308B2

Reaction notes

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