Hydrochloric Acid → HCID 9846526, compound
Reaction equation
[ClH:1].[C:2]1([CH2:8][C@H:9]2[C@@:14]3([CH2:20][C:19](=[O:21])[N:18]([CH2:22][C:23]4[CH:24]=[N:25][CH:26]=[CH:27][CH:28]=4)[CH2:17][CH2:16][S:15]3(=[O:30])=[O:29])[CH2:13][CH2:12][CH2:11][CH2:10]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(OCC)(=O)C.C(Cl)Cl>[ClH:1].[C:2]1([CH2:8][C@H:9]2[C@@:14]3([CH2:20][C:19](=[O:21])[N:18]([CH2:22][C:23]4[CH:24]=[N:25][CH:26]=[CH:27][CH:28]=4)[CH2:17][CH2:16][S:15]3(=[O:29])=[O:30])[CH2:13][CH2:12][CH2:11][CH2:10]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 80 °C
Procedure
A solution of 4N hydrogen chloride in ethyl acetate (50 ml) was added to a solution of (1S,6S)-1-phenylmethyl-10-(3-pyridylmethyl)-11-oxo-7-thia-10-azaspiro[5.6]-dodecane 7,7-dioxide (12.6 g) in methylene chloride (130 ml) and the mixture was concentrated under reduced pressure. The residue was dissolved in ethyl alcohol (50 ml) and the solution was warmed at 80° C. Isopropyl alcohol (350 ml) was added dropwise to a solution and the mixture was refluxed for one hour. The mixture was cooled to 0° C. and the resulting crystalline solid was collected by filtration to give (1S,6S)-1-phenylmethyl-10-(3-pyridylmethyl)-11-oxo-7-thia-10-azaspiro[5.6]dodecane 7,7-dioxide hydrochloride (8.6 g).
Workup
- concentrationthe mixture was concentrated under reduced pressure
- dissolutionThe residue was dissolved in ethyl alcohol (50 ml)
- additionIsopropyl alcohol (350 ml) was added dropwise to a solution
- temperaturethe mixture was refluxed for one hour
- temperatureThe mixture was cooled to 0° C.
- filtrationthe resulting crystalline solid was collected by filtration
Sources & evidence
- ORD record
- ord-b4bb2c5d238d46eb84eacd4a578490eb
- Source dataset
- uspto-grants-1991_10
- Patent number
- US05057513
Reaction notes
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