Hydrochloric Acid → HCID 68709103, compound

HRID 2355339Notes

Reaction equation

HRID 2355339 reaction equation
[CH:1]1([CH2:7][C@H:8]([NH:13]C(=O)OC(C)(C)C)[CH2:9][N:10]([CH3:12])[CH3:11])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.O1CCOCC1.[ClH:27]>O>[ClH:27].[ClH:27].[CH:1]1([CH2:7][C@H:8]([NH2:13])[CH2:9][N:10]([CH3:12])[CH3:11])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 57544762HCID 57544762, compound

Product 1

HCID 68709103HCID 68709103, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Solid (S)-tert-butyl 1-cyclohexyl-3-(dimethylamino)propan-2-ylcarbamate (263 mg, 0.97 mmol) was dissolved in 4 M HCl in dioxane (10 mL, 40 mmol) and H2O (1 mL). After 2 h, the solvent was removed (50° C., 150 mm) and the residual solvent was azeotroped with toluene (2×10 mL) to afford (S)-3-Cyclohexyl-N1,N1-dimethylpropane-1,2-diamine dihydrochloride (245.3 mg, 100%) as a white solid. MS ESI+ve m/z 185 (M(−BOC)+1)+.

Workup

  1. customthe solvent was removed (50° C., 150 mm)
  2. customthe residual solvent was azeotroped with toluene (2×10 mL)

Sources & evidence

ORD record
ord-ed967987727c4ee6a1fdc74557e0384c
Source dataset
uspto-grants-2010_07
Patent number
US07754737B2

Reaction notes

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