8-benzyl-1-oxa-8-azaspiro[4.5]decan-2-one synthesis

3synthesis methods

Product Name:8-benzyl-1-oxa-8-azaspiro[4.5]decan-2-one
CAS Number:35296-14-1
Molecular formula:C15H19NO2
Molecular Weight:245.32

100-52-7 Synthesis

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8-benzyl-1-oxa-8-azaspiro[4.5]decan-2-one

35296-14-1
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$503.01/5MG

Yield:-

Reaction Conditions:

with sodium tris(acetoxy)borohydride;triethylamine in dichloromethane for 14 h;

Steps:

9.1 INTERMEDIATE 9; Methyl 8-benzyl-2-methyl-1-oxa-8-azaspiro [4.5] decane-2-carboxylate; Step 1
A solution of tert-butyl 2-OXO-1-OXA-8-AZASPIRO [4.5] decane-8-carboxylate (2.3g, 9.0 mmol) in 15 mL of 4 N HC1 in dioxane was stirred at rtfor Ih. Volatiles were removed and the residue was dissolved in 20 ML OF CH2C12. To the solution was added benzaldehyde (1.09 ML, 10.7 mmol), Et3N (5 ML, 35.9 mmol) and NaB (OAc) 3H (2.86 g, 13.5 mmol). After 14h, the mixture was poured into ether and the resulting solution was washed with NAHC03 and brine, dried with NA2S04 and concentrated. The residue was purified by flash chromatography (acetone: hexanes = 1: 3) to give 8-benzyl-1-oxa-8-azaspiro [4.5] decan-2-one.

References:

MERCK & CO., INC. WO2004/58763, 2004, A1 Location in patent:Page 34

Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

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35296-14-1
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References

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35296-14-1
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References