Hydrochloric Acid → HCID 57831263, compound

HRID 453884Notes

Reaction equation

HRID 453884 reaction equation
Cl.C(OC([N:9]1[CH2:14][CH2:13][C:12]([N:20]([CH3:22])[CH3:21])([C:15]2[S:16][CH:17]=[CH:18][CH:19]=2)[CH2:11][CH2:10]1)=O)(C)(C)C.O.C([O-])([O-])=O.[Na+].[Na+]>C(Cl)(Cl)Cl>[CH3:21][N:20]([CH3:22])[C:12]1([C:15]2[S:16][CH:17]=[CH:18][CH:19]=2)[CH2:13][CH2:14][NH:9][CH2:10][CH2:11]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 10340Sodium CarbonateHCID 57831240HCID 57831240, compound

Product 1

HCID 57831263HCID 57831263, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

HCl gas was passed through a solution of 10 g (1 eq.) tert-butyloxycarbonyl-4-(dimethylamino)-4-(thiophen-2-yl)piperidine in chloroform at 0° C. for ±1 h. Once the conversion was complete, 200 ml water were added to the reaction mixture, it was adjusted to a pH of ˜8 with Na2CO3 and then extracted with 15% IPA/CHCl3. The combined organic phases were dried over Na2SO4. Following removal of the solvent under reduced pressure, 6 g (89%) of product were obtained in the form of a white solid.

Workup

  1. extractionextracted with 15% IPA/CHCl3
  2. dry with materialThe combined organic phases were dried over Na2SO4
  3. customremoval of the solvent under reduced pressure

Sources & evidence

ORD record
ord-b35f13f097e24026b3a277fc0a121dfd
Source dataset
uspto-grants-2013_07
Patent number
US08492559B2

Reaction notes

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