1,4-Dioxane hydrochloride → HCID 10174216, compound

HRID 1071401Notes

Reaction equation

HRID 1071401 reaction equation
[F:1][C:2]([F:38])([F:37])[C:3]1[CH:4]=[C:5]([CH:30]=[C:31]([C:33]([F:36])([F:35])[F:34])[CH:32]=1)[CH2:6][O:7][CH2:8][C@H:9]1[N:14]([CH3:15])[C:13](=[O:16])[CH2:12][N:11](C(OC(C)(C)C)=O)[C@H:10]1[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.[ClH:39].O1CCOCC1>O1CCOCC1>[ClH:39].[F:38][C:2]([F:1])([F:37])[C:3]1[CH:4]=[C:5]([CH:30]=[C:31]([C:33]([F:34])([F:35])[F:36])[CH:32]=1)[CH2:6][O:7][CH2:8][C@H:9]1[N:14]([CH3:15])[C:13](=[O:16])[CH2:12][NH:11][C@H:10]1[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 131724988HCID 131724988, compound

Product 1

HCID 10174216HCID 10174216, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of tert-butyl (2S,3S)-3-(3,5-bis(trifluoromethyl)benzyloxymethyl)-4-methyl-5-oxo-2-phenylpiperizine-1-carboxylate (6.5 g, 11.9 mmol) in 1,4-dioxane (100 mL) was added 4 mol/L HCl-1,4-dioxane (15 mL, 59.5 mmol). After stirring at room temperature for 2 hours, the solvent was removed by evaporation under reduced pressure to give (5S,6S)-6-(3,5-bis(trifluoromethyl)benzyloxymethyl)-1-methyl-5-phenylpiperazin-2-one hydrochloride (Compound 24) (5.5 g, 96%).

Workup

  1. customthe solvent was removed by evaporation under reduced pressure

Sources & evidence

ORD record
ord-f09676486505447fb831f9985d9dee62
Source dataset
uspto-grants-2005_06
Patent number
US06906074B2

Reaction notes

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