Hydrochloric Acid → 4-Ethyl-1-oxa-4,9-diazaspiro[5.5]undecan-3-one hydrochloride

HRID 1525933Notes

Reaction equation

HRID 1525933 reaction equation
[CH2:1]([N:3]1[CH2:8][C:7]2([CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][CH2:9]2)[O:6][CH2:5][C:4]1=[O:21])[CH3:2].[ClH:22].O1CCOCC1>>[ClH:22].[CH2:1]([N:3]1[CH2:8][C:7]2([CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[O:6][CH2:5][C:4]1=[O:21])[CH3:2]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 71270774Tert-butyl 4-ethyl-3-oxo-1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate

Product 1

HCID 712710764-Ethyl-1-oxa-4,9-diazaspiro[5.5]undecan-3-one hydrochloride

Procedure

To a 100 mL round bottom flask containing tert-butyl 4-ethyl-3-oxo-1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate (800 mg, 2.68 mmol) was added 4M HCl in dioxane (10 mL, 40.0 mmol). The reaction mixture was placed under a nitrogen atmosphere and stirred at room temperature. After 1 h, analysis by LCMS indicated the reaction had gone to completion. The reaction mixture was concentrated in vacuo to afford the title compound as the HCl salt, which was carried forward without further purification. MS(ES)+ m/e 199.0 [M+H]+.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-04fee2a6e0f249f09cfe2cab42915e4c
Source dataset
uspto-grants-2015_07
Patent number
US09084794B2

Reaction notes

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