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2-Methoxyethylamine → Tert-butyl 3-((2-methoxyethyl)amino)propanoate

HRID 506410
Notes
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Reaction equation

HRID 506410 reaction equation
[C:1]([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])(=[O:4])[CH:2]=[CH2:3].[CH3:10][O:11][CH2:12][CH2:13][NH2:14]>CO>[CH3:10][O:11][CH2:12][CH2:13][NH:14][CH2:3][CH2:2][C:1]([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])=[O:4]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 80182-MethoxyethylamineHCID 15458tert-Butyl acrylate

Product 1

HCID 42656843Tert-butyl 3-((2-methoxyethyl)amino)propanoate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

tert-Butyl acrylate (4.4 ml) is dissolved in methanol (5 ml), and thereto is added 2-methoxyethylamine (3.1 ml). The mixture is stirred at room temperature for 3 hours. The reaction solution is concentrated under reduced pressure. The resulting residue is purified by distillation under reduced pressure to give tert-butyl 3-(2-methoxyethylamino)-propionate (4.61 g). Boiling point 98.0-102.0° C. (5.8 mmHg), MS (m/z): 204 [M+H]+.

Workup

  1. concentrationThe reaction solution is concentrated under reduced pressure
  2. distillationThe resulting residue is purified by distillation under reduced pressure

Sources & evidence

ORD record
ord-1b2c01de4fd846739e00c910f0838718
Source dataset
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07781443B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes