2-(Methylamino)ethanol → N-Cbz-N-methyl-2-aminoethanol

HRID 1476289Notes

Reaction equation

HRID 1476289 reaction equation
[CH2:1]([N:3]([CH2:14][CH2:15][OH:16])[C:4](=[O:13])[O:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)C.CNCCO>>[OH:16][CH2:15][CH2:14][N:3]([CH3:1])[C:4](=[O:13])[O:5][CH2:6][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

3

Reactant 2

HCID 80162-(Methylamino)ethanolHCID 14266447Benzyl ethyl(2-hydroxyethyl)carbamate

Product 1

HCID 13279869N-Cbz-N-methyl-2-aminoethanolYield 93%

Procedure

A similar procedure to that described for INTERMEDIATE 47 utilizing 2-(methylamino)ethanol (2.3 g, 30.62 mmol) as starting material was followed, with subsequent purification by column chromatography (ISCO, silica gel column, eluting with 60→100% EtOAc/hexanes for 14 minutes) to give the title product (5.96 g, yield: 93%).

Workup

  1. customwas followed, with subsequent purification by column chromatography (ISCO, silica gel column, eluting with 60→100% EtOAc/hexanes for 14 minutes)

Sources & evidence

ORD record
ord-404eb978b680498aa19cacb5ca3d890e
Source dataset
uspto-grants-2015_04
Patent number
US09018381B2

Reaction notes

Loading…