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Hydrogen chloride-ethyl acetate → Methyl((oxan-4-yl)methyl)amine hydrochloride

HRID 2360192
Notes
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Reaction equation

HRID 2360192 reaction equation
[CH3:1][N:2]([CH2:10][CH:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1)C(=O)OC(C)(C)C.[ClH:17].C(OCC)(=O)C>C(OCC)(=O)C>[ClH:17].[CH3:1][NH:2][CH2:10][CH:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 57982626HCID 57982626, compound

Product 1

HCID 22737007Methyl((oxan-4-yl)methyl)amine hydrochlorideYield 82%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of tert-butyl N-methyl-N-(4-tetrahydropyranylmethyl)carbamate (600 mg, 2.6 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 (356 mg, 82%).

Workup

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

Sources & evidence

ORD record
ord-47a6b258785245cd8d5f4810cc91d96f
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