1,4-Dioxane hydrochloride → 2,8-Diazaspiro[4.5]decan-1-one, 2-[(4-bromophenyl)methyl]-, (Hydrochloride) (1:1)

HRID 1182158Notes

Reaction equation

HRID 1182158 reaction equation
C(OC([N:8]1[CH2:26][CH2:25][C:11]2([C:15](=[O:16])[N:14]([CH2:17][C:18]3[CH:23]=[CH:22][C:21]([Br:24])=[CH:20][CH:19]=3)[CH2:13][CH2:12]2)[CH2:10][CH2:9]1)=O)(C)(C)C.O1CCOCC1.[ClH:33]>>[ClH:33].[Br:24][C:21]1[CH:20]=[CH:19][C:18]([CH2:17][N:14]2[CH2:13][CH2:12][C:11]3([CH2:10][CH2:9][NH:8][CH2:26][CH2:25]3)[C:15]2=[O:16])=[CH:23][CH:22]=1

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 58981996HCID 58981996, compound

Product 1

HCID 450741072,8-Diazaspiro[4.5]decan-1-one, 2-[(4-bromophenyl)methyl]-, (Hydrochloride) (1:1)

Procedure

To 4.62 g of crude 2-(4-bromobenzyl)-1-oxo-2,8-diaza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester from preparation 1 were added 50 mL of 4N solution of dioxane/HCl. The reaction mixture was agitated 15 minutes at room temperature and 3.05 g (77.8%) of 2-(4-bromobenzyl)-2,8-diaza-spiro[4.5]decan-1-one hydrochloride was collected, as a colorless solid, after filtration and subsequent wash steps with diethyl ether.

Workup

  1. custom3.05 g (77.8%) of 2-(4-bromobenzyl)-2,8-diaza-spiro[4.5]decan-1-one hydrochloride was collected, as a colorless solid
  2. filtrationafter filtration
  3. washsubsequent wash steps with diethyl ether

Sources & evidence

ORD record
ord-6c4044cc4d1e4371b5e35a7ca1fe770b
Source dataset
uspto-grants-2007_10
Patent number
US07288548B2

Reaction notes

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