ChemicalBook CAS DataBase List 1,4-DIOXA-8-AZA-SPIRO[4.6]UNDECANE

1,4-DIOXA-8-AZA-SPIRO[4.6]UNDECANE synthesis

4synthesis methods

Product Name:1,4-DIOXA-8-AZA-SPIRO[4.6]UNDECANE
CAS Number:16803-07-9
Molecular formula:C8H15NO2
Molecular Weight:157.21

37637-20-0
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107-21-1 Synthesis

107-21-1
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16803-07-9
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Yield:16803-07-9 92%

Reaction Conditions:

Stage #1: 2-Aza-1,5-cycloheptanedione;ethylene glycolwith toluene-4-sulfonic acid in toluene at 120; for 2 h;
Stage #2: with sodium bis(2-methoxyethoxy)aluminium dihydride in toluene at 20; for 5 h;Temperature;

Steps:

1.2; 4-6

(2) Add azepane-2,5-dione (31.8g, 0.250mol) to 200mL of toluene, p-toluenesulfonic acid (2.2g, 0.013mol), ethylene glycol (23.3g, 0.375mol), Heat to 120°C, reflux for 2 hours to remove water, wash the solution with saturated sodium carbonate aqueous solution and saturated brine in sequence, dry and filter with anhydrous sodium sulfate, add red aluminum (416.6mL, 3.6mol/L of toluene at 0°C) Solution, 1.500mol), the reaction solution was stirred at room temperature for 5 hours, 250mL of 5N sodium hydroxide aqueous solution was added to quench the reaction, the aqueous phase was extracted with ethyl acetate 3×50mL, the organic phases were combined and dried over anhydrous sodium sulfate and filtered After spin-drying, 36.2 g of 1,4-diox-8-azaspiro[4.6]undecane was obtained, and the yield was 92%.

References:

CN112920120,2021,A Location in patent:Paragraph 0041-0042; 0044; 0052-0054

1,4-Dioxa-8-azaspiro[4.6]undecane-8-carboxylic acid, ethyl ester

346735-03-3
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16803-07-9
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References

1,4-Dioxa-8-azaspiro[4.6]undecane, 8-(phenylmethyl)-

16803-06-8
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16803-07-9
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References

15923-40-7
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16803-07-9
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$90.00/50mg

References