8-BENZYL-2,8-DIAZA-SPIRO[4.5]DECANE-1,3-DIONE synthesis

6synthesis methods

Product Name:8-BENZYL-2,8-DIAZA-SPIRO[4.5]DECANE-1,3-DIONE
CAS Number:1463-48-5
Molecular formula:C15H18N2O2
Molecular Weight:258.32

1-BENZYL-4-CYANOMETHYL-PIPERIDINE-4-CARBONITRILE

86945-27-9
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8-BENZYL-2,8-DIAZA-SPIRO[4.5]DECANE-1,3-DIONE

1463-48-5
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$200.00/100mg

Yield:1463-48-5 81.8%

Reaction Conditions:

with sulfuric acid;acetic acid at 20 - 125; for 1 h;

Steps:

1.1-0.A; 3.3-0.A

Acetic acid (56.8 ml) and sulfuric acid (11.8 ml) are added to 1-benzyl-4-cyanomethyl-piperidine-4-carbonitrile (27.2 g, 0.114 mmol) at ambient temperature. The reaction mixture is stirred at 125 C for 1 h, cooled down to the room temperature and added to saturated NaOH aq. to adjust to pH 6.0. The mixture is extracted with dichloromethane. The combined extracts are washed with H2O and brine, dried over sodium sulfate and evaporated down to give 8-benzyl- 2,8-diaza-spiro [4.5] decane-1,3-dione (three steps yield: 81.8 %). Rf=0.40 (CH2CI2:MeOH = 10:1). 1H-NMR (400MHz, CDCl3) δ 1.52-1.57 (m, 2H), 2.02-2.17 (m, 4H), 2.59 (s, 2H), 2.86-2.90 (m, 2H), 3.52 (s, 2H), 7.21-7.28 (m, 2H), 7.30-7.37 (m, 3H), 7.92 (brs, 1H)

References:

WO2004/76455,2004,A1 Location in patent:Page 18; 34

2,8-Diazaspiro[4.5]decane-1,3-dione,2-[(4-Methoxyphenyl)Methyl]-8-(phenylMethyl)-

336191-13-0
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1463-48-5
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3612-20-2 Synthesis

3612-20-2
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1463-48-5
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ETHYL 2-(1-BENZYL-4-PIPERIDINYLIDENE)-2-CYANOACETATE

1463-52-1
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1463-48-5
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1-BENZYL-4-CARBOXYMETHYL-PIPERIDINE-4-CARBOXYLIC ACID

40117-92-8
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$439.00/1g

1463-48-5
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$200.00/100mg

References