1,4-Dioxane hydrochloride → 3-(4-Methoxybenzyl)-1,3,8-triaza-spiro[4.5]decane-2,4-dione Hydrochloride

HRID 898154Notes

Reaction equation

HRID 898154 reaction equation
C(OC([N:8]1[CH2:28][CH2:27][C:11]2([NH:15][C:14](=[O:16])[N:13]([CH2:17][C:18]3[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=3)[C:12]2=[O:26])[CH2:10][CH2:9]1)=O)(C)(C)C.O1CCOCC1.[ClH:35]>O1CCOCC1>[ClH:35].[CH3:25][O:24][C:21]1[CH:20]=[CH:19][C:18]([CH2:17][N:13]2[C:12](=[O:26])[C:11]3([CH2:10][CH2:9][NH:8][CH2:28][CH2:27]3)[NH:15][C:14]2=[O:16])=[CH:23][CH:22]=1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 59691520HCID 59691520, compound

Product 1

HCID 686261943-(4-Methoxybenzyl)-1,3,8-triaza-spiro[4.5]decane-2,4-dione Hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To 1.15 g (2.95 mmol) of 3-(4-methoxybenzyl)-2,4-dioxo-1,3,8-triazaspiro[4.5]decane-8-carboxylic acid tert-butyl ester was added 8 mL of dioxan and 6 mL of 4N solution of dioxane/HCl. The reaction mixture was stirred for 2 hours at room temperature and concentrated in vacuo. The crude was dissolved in a minimum of methanol and diethyl ether was added to obtain, after filtration, the 3-(4-methoxybenzyl)-1,3,8-triaza-spiro[4.5]decane-2,4-dione hydrochloride as a white solid (644 mg, 67%).

Workup

  1. concentrationconcentrated in vacuo
  2. dissolutionThe crude was dissolved in a minimum of methanol and diethyl ether
  3. additionwas added
  4. customto obtain
  5. filtrationafter filtration

Sources & evidence

ORD record
ord-eea05a49f8d04da3a395ff235793718e
Source dataset
uspto-grants-2008_04
Patent number
US07351713B2

Reaction notes

Loading…