1,4-Dioxane hydrochloride → 3-(4-Methoxy-benzyl)-1-methyl-1,3,8-triaza-spiro[4.5]decane-2,4-dione hydrochloride

HRID 2234208Notes

Reaction equation

HRID 2234208 reaction equation
C(OC([N:8]1[CH2:29][CH2:28][C:11]2([N:15]([CH3:16])[C:14](=[O:17])[N:13]([CH2:18][C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=3)[C:12]2=[O:27])[CH2:10][CH2:9]1)=O)(C)(C)C.O1CCOCC1.[ClH:36]>C(OCC)C>[ClH:36].[CH3:26][O:25][C:22]1[CH:21]=[CH:20][C:19]([CH2:18][N:13]2[C:12](=[O:27])[C:11]3([CH2:10][CH2:9][NH:8][CH2:29][CH2:28]3)[N:15]([CH3:16])[C:14]2=[O:17])=[CH:24][CH:23]=1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 596915243-(4-Methoxy-benzyl)-1-methyl-2,4-dioxo-1,3,8-triaza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester

Product 1

HCID 686250293-(4-Methoxy-benzyl)-1-methyl-1,3,8-triaza-spiro[4.5]decane-2,4-dione hydrochlorideYield 34%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

403 mg (1 mmol) of 3-(4-methoxy-benzyl)-1-methyl-2,4-dioxo-1,3,8-triaza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester were dissolved in a minimum of diethyl ether before adding 3 mL of a solution of dioxane/HCl 4N. The reaction mixture was agitated 10 minutes at room temperature and then evaporated. The yellow crude was triturated with diethyl ether and filtered to yield 115.3 mg (34%) of 3-(4-methoxy-benzyl)-1-methyl-1,3,8-triaza-spiro[4.5]decane-2,4-dione hydrochloride as a pale yellow solid.

Workup

  1. customevaporated
  2. customThe yellow crude was triturated with diethyl ether
  3. filtrationfiltered

Sources & evidence

ORD record
ord-b46f5d309a2a4c83ae10bf471ba83eab
Source dataset
uspto-grants-2010_05
Patent number
US07709642B2

Reaction notes

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