2-Oxa-8-azaspiro[4.5]decan-4-ol (9CI) synthesis

Yield:757239-42-2 90%

Reaction Conditions:

with triethylamine in dichloromethane at 20; for 2 h;

Steps:

tert-Butyl 4-hydroxy-2-oxa-8-azaspiro[4.5]decane-8-carboxylate

tert-Butyl 4-hydroxy-2-oxa-8-azaspiro[4.5]decane-8-carboxylate (0326) To a solution of 2-oxa-8-azaspiro[4.5]decan-4-ol (1.0 g, 6.4 mmol) in CH₂Cl₂ (15 mL), was added di-tert-butyl dicarbonate (1.7 g, 7.6 mmol) at RT, then Et₃N (1.2 mL, 12.8 mmol) was added at RT. The reaction mixture was stirred at RT for 2 h, quenched with H₂O (5 mL) and extracted with EtOAc (15 mL×3). The organic layer was separated and washed with brine, dried over Na₂SO₄, filtered, and concentrated under reduced pressure to give the title compound as a colorless oil (1.5 g, 90%), which was used directly without further purification. (0327) MS (ES+) C₁₃H₂₃NO₄ requires: 257, found: 280 [M+Na]⁺.

References:

US2017/342078,2017,A1 Location in patent:Paragraph 0326; 0327