Hydrochloric Acid → Benzyl 3-((4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-3-yl)methyl)benzoate

HRID 2362945Notes

Reaction equation

HRID 2362945 reaction equation
[CH2:1]([O:8][C:9]([C:11]1[CH:12]=[C:13]([CH:39]=[CH:40][CH:41]=1)[CH2:14][N:15]1[C:19](=[O:20])[C:18]2([CH2:25][CH2:24][N:23](C(OC(C)(C)C)=O)[CH2:22][CH2:21]2)[N:17]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH2:16]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl>O1CCOCC1>[O:20]=[C:19]1[C:18]2([CH2:21][CH2:22][NH:23][CH2:24][CH2:25]2)[N:17]([C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)[CH2:16][N:15]1[CH2:14][C:13]1[CH:12]=[C:11]([CH:41]=[CH:40][CH:39]=1)[C:9]([O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:10]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66652022Tert-butyl 3-(3-(benzyloxycarbonyl)benzyl)-4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decane-8-carboxylate

Product 1

HCID 58046631Benzyl 3-((4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-3-yl)methyl)benzoate

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To tert-butyl 3-(3-(benzyloxycarbonyl)benzyl)-4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decane-8-carboxylate (2.7 g, 4.86 mmol) was added 4M solution of HCl in dioxane (7 mL). After stirring at room temperature for an hour, the reaction mixture was concentrated in vacuo to obtain benzyl 3-((4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-3-yl)methyl)benzoate as a hydrochloride salt.

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-32a724e34d7b40d4a88b688ba0b238c2
Source dataset
uspto-grants-2014_04
Patent number
US08691836B2

Reaction notes

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