Hydrochloric Acid → cis-2-Pyrrolidin-1-yl-cyclohexylamine dihydrochloride

HRID 659183

Reaction equation

HRID 659183 reaction equation
C(OC(=O)[NH:7][C@@H:8]1[CH2:13][CH2:12][CH2:11][CH2:10][C@@H:9]1[N:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1)(C)(C)C.[ClH:20]>O1CCOCC1>[ClH:20].[ClH:20].[N:14]1([C@H:9]2[CH2:10][CH2:11][CH2:12][CH2:13][C@H:8]2[NH2:7])[CH2:15][CH2:16][CH2:17][CH2:18]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66680888cis-(2-Pyrrolidin-1-yl-cyclohexyl)-carbamic acid tert-butyl ester

Product 1

HCID 66680564cis-2-Pyrrolidin-1-yl-cyclohexylamine dihydrochlorideYield 85%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

cis-(2-Pyrrolidin-1-yl-cyclohexyl)-carbamic acid tert-butyl ester (1.8 g, 6.7 mmol) was dissolved in dioxane. 4H HCl in dioxane (17 mL, 67 mmol) were added and the reaction mixture was stirred at room temperature overnight. The solvent was evaporated off. The residue was crystallized with ethanol and yielded cis-2-pyrrolidin-1-yl-cyclohexylamine dihydrochloride as a white solid (1.37 g, 85%), MS: m/e=169.2 [(M+H)+].

Workup

  1. customThe solvent was evaporated off
  2. customThe residue was crystallized with ethanol

Sources & evidence

ORD record
ord-9401b56faf364cf2a2ea9ceacfb9a450
Source dataset
uspto-grants-2011_12
Patent number
US08080541B2

Linked notes

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