Hydrochloric Acid → HCID 70872588, compound

HRID 72894Notes

Reaction equation

HRID 72894 reaction equation
[CH2:1]([N:3]1[CH:20]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:19][O:18][C:5]2([CH2:10][CH2:9][N:8](C(OC(C)(C)C)=O)[CH2:7][CH2:6]2)[CH2:4]1)[CH3:2].[ClH:27]>C(Cl)Cl>[ClH:27].[CH2:1]([N:3]1[CH:20]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:19][O:18][C:5]2([CH2:10][CH2:9][NH:8][CH2:7][CH2:6]2)[CH2:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 70872962Tert-butyl 8-ethyl-9-phenyl-11-oxa-3,8-diazaspiro[5.5]undecane-3-carboxylate

Product 1

HCID 70872588HCID 70872588, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 8-ethyl-9-phenyl-11-oxa-3,8-diazaspiro[5.5]undecane-3-carboxylate (295 mg, 0.82 mmol) in DCM (3 mL) was added hydrogen chloride (2 mL of 4 M dioxane, 8.18 mmol). The reaction mixture was stirred for 1 hour. The solvent was decanted and the residue was triturated with methanol and hexanes. The solvent was concentrated in vacuo to obtain 8-ethyl-9-phenyl-11-oxa-3,8-diazaspiro[5.5]undecane hydrochloride salt (230 mg, 95%) as a fluffy solid. ESI-MS m/z calc. 260.2. Found 261.1 (M+1)+; Retention time: 0.2 minutes (3 min run).

Workup

  1. customThe solvent was decanted
  2. customthe residue was triturated with methanol and hexanes
  3. concentrationThe solvent was concentrated in vacuo

Sources & evidence

ORD record
ord-ba41d3bd349f49a4bd57eab1f18b7534
Source dataset
uspto-grants-2014_09
Patent number
US08828996B2

Reaction notes

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