Methylamine → tert-butyl N-(2-hydroxy-3-(methylamino)propyl)carbamate

HRID 1970163Notes

Reaction equation

HRID 1970163 reaction equation
[C:1]([O:5][C:6](=[O:12])[NH:7][CH2:8][CH:9]1[CH2:11][O:10]1)([CH3:4])([CH3:3])[CH3:2].[CH3:13][NH2:14].C1COCC1>C(O)C>[C:1]([O:5][C:6](=[O:12])[NH:7][CH2:8][CH:9]([OH:10])[CH2:11][NH:14][CH3:13])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 6329MethylamineHCID 8028TetrahydrofuranHCID 11062891tert-Butyl N-(2-oxiranylmethyl)carbamate

Product 1

HCID 58981742tert-butyl N-(2-hydroxy-3-(methylamino)propyl)carbamate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
40 °C

Procedure

A solution of Oxiranylmethyl-carbamic acid tert-butyl ester (0.64 g, 3.7 mmol) in Ethanol (6 mL) was treated at room temperature with a 2.0M solution of methylamine in THF (5 mL, 10 mmol). The reaction mixture was stirred for 5 hours at 40° C. The solvent was evaporated in vacuo to yield a gum which was used directly into the next step (0.75 g, 98%)

Workup

  1. customThe solvent was evaporated in vacuo
  2. customto yield a gum which

Sources & evidence

ORD record
ord-21d33b3ba71b4718b4d2e64e1d0f5f48
Source dataset
uspto-grants-2013_04
Patent number
US08426604B2

Reaction notes

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