Hydrochloric Acid → trans-CyclohexanaMine, 4-(4-Morpholinyl)

HRID 1504102Notes

Reaction equation

HRID 1504102 reaction equation
[N:1]1([CH:7]2[CH2:12][CH2:11][CH:10]([NH:13]C(=O)OC(C)(C)C)[CH2:9][CH2:8]2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[ClH:21].CCOCC>CO>[ClH:21].[ClH:21].[N:1]1([CH:7]2[CH2:8][CH2:9][CH:10]([NH2:13])[CH2:11][CH2:12]2)[CH2:2][CH2:3][O:4][CH2:5][CH2:6]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 57698131HCID 57698131, compound

Product 1

HCID 67126408trans-CyclohexanaMine, 4-(4-Morpholinyl)Yield 55%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of tert-butyl N-[4-(morpholin-4-yl)cyclohexyl]carbamate (1.0 g, 3.52 mmol, 1.00 equiv) in methanol (5 mL) was added concentrated hydrochloric acid (1.5 mL) at 0° C. The resulting solution was stirred overnight at room temperature. To this mixture was slowly added ether (50 mL). The precipitates were collected by filtration and dried in an oven to give 4-(morpholin-4-yl)cyclohexan-1-amine dihydrochloride (500 mg, 55%) as a white solid.

Workup

  1. filtrationThe precipitates were collected by filtration
  2. customdried in an oven

Sources & evidence

ORD record
ord-78531b5ea6b44b8bb87a58cddb162ea7
Source dataset
uspto-grants-2015_12
Patent number
US09212190B2

Reaction notes

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