Hydrochloric Acid → HCID 67367534, compound

HRID 2387948Notes

Reaction equation

HRID 2387948 reaction equation
[ClH:1].[CH2:2]([C:6]1([N:23]([CH3:25])[CH3:24])[CH2:11][CH2:10][N:9]([CH2:12][CH2:13][N:14](C)[C:15](=O)OC(C)(C)C)[CH2:8][CH2:7]1)[CH2:3][CH2:4][CH3:5].CO.C(Cl)(Cl)[Cl:29]>C(Cl)(Cl)Cl>[ClH:29].[ClH:1].[ClH:29].[CH2:2]([C:6]1([N:23]([CH3:24])[CH3:25])[CH2:7][CH2:8][N:9]([CH2:12][CH2:13][NH:14][CH3:15])[CH2:10][CH2:11]1)[CH2:3][CH2:4][CH3:5]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 21584188Chloroform methanolHCID 68409171HCID 68409171, compound

Product 1

HCID 67367534HCID 67367534, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

HCl gas was passed for approximately 1 hour through a solution at 0° C. of 10.5 g (1 equiv.) of tert-butyl 2-(4-butyl-4-(dimethylamino)piperidin-1-yl)ethyl(methyl)-carbamate in 1000 ml of chloroform. The reaction mixture was then stirred for 12 hours at room temperature. The progress of the reaction was monitored by thin-layer chromatography (20% MeOH/CHCl3). When the reaction was complete, the solvent was removed under reduced pressure and the residue was washed with hexane (3×50 ml) and ethyl acetate (3×50 ml) and dried. 9 g (87%) of product were obtained in the form of a white solid.

Workup

  1. customthe solvent was removed under reduced pressure
  2. washthe residue was washed with hexane (3×50 ml) and ethyl acetate (3×50 ml)
  3. customdried

Sources & evidence

ORD record
ord-a7a3b0fad87f4e1ebf4806ea410eedfc
Source dataset
uspto-grants-2012_09
Patent number
US08269000B2

Reaction notes

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