Hydrochloric Acid → HCID 66582500, compound

HRID 1972380Notes

Reaction equation

HRID 1972380 reaction equation
[CH3:1][C@@H:2]1[N:7]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([OH:20])([CH3:19])[C:15]([F:18])([F:17])[F:16])=[CH:10][CH:9]=2)[CH2:6][CH2:5][N:4](C(OC(C)(C)C)=O)[CH2:3]1.CCOC(C)=O.[ClH:34]>O1CCOCC1>[ClH:34].[ClH:34].[F:18][C:15]([F:16])([F:17])[C:14]([C:11]1[CH:10]=[CH:9][C:8]([N:7]2[CH2:6][CH2:5][NH:4][CH2:3][C@@H:2]2[CH3:1])=[CH:13][CH:12]=1)([OH:20])[CH3:19]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 66582778HCID 66582778, compound

Product 1

HCID 66582500HCID 66582500, compoundYield 70.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A 500 mL round-bottomed flask was charged with tert-butyl (3S)-3-methyl-4-(4-(2,2,2-trifluoro-1-hydroxy-1-methylethyl)phenyl)-1-piperazinecarboxylate (8.33 g, 21.5 mmol) and 200 mL of EtOAc. To this was added 20 mL of 4N HCl (80 mmol) in dioxane. After 12 h at reflux, the resulting white precipitate was collected and dried under reduced pressure to give 1,1,1-trifluoro-2-(4-((2S)-2-methyl-1-piperazinyl)phenyl)-2-propanol dihydrochloride (5.45 g) as a white solid.

Workup

  1. temperatureAfter 12 h at reflux
  2. customthe resulting white precipitate was collected
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-c4244610c3454ed18a43e83cf1e6545f
Source dataset
uspto-grants-2013_04
Patent number
US08431563B2

Reaction notes

Loading…