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Hydrogen chloride-ethyl acetate → (Cyclohexylmethyl)(methyl)amine hydrochloride

HRID 2360190
Notes
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Reaction equation

HRID 2360190 reaction equation
[CH:1]1([CH2:7][N:8](C)[C:9](=O)OC(C)(C)C)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[ClH:17].C(OCC)(=O)C>C(OCC)(=O)C>[ClH:17].[CH:1]1([CH2:7][NH:8][CH3:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 63787645HCID 63787645, compound

Product 1

HCID 17157587(Cyclohexylmethyl)(methyl)amine hydrochlorideYield 100%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of tert-butyl N-(cyclohexylmethyl)-N-methylcarbamate (370 mg, 1.6 mmol) in 4.0 mL of ethyl acetate was added 4 M HCl-ethyl acetate (4 mL). After being stirred at room temperature for 1.5 h, the reaction mixture was concentrated in vacuo, and the residue was rinsed with hexane to obtain the title compound (266 mg, 100%).

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. washthe residue was rinsed with hexane

Sources & evidence

ORD record
ord-93b77bf83ce045ec8da2cbc16bcb0bb2
Source dataset
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08686024B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes