2-(Methylamino)ethanol → 2-[(2-Fluoro-benzyl)-methyl-amino]-ethanol

HRID 1911608Notes

Reaction equation

HRID 1911608 reaction equation
CS(O[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[F:13])(=O)=O.[CH3:14][NH:15][CH2:16][CH2:17][OH:18]>>[F:13][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[CH2:6][N:15]([CH2:16][CH2:17][OH:18])[CH3:14]

Participants

3

Reactant 2

HCID 80162-(Methylamino)ethanolHCID 21964506Benzenemethanol,2-fluoro-,1-methansulfonate

Product 1

HCID 219645192-[(2-Fluoro-benzyl)-methyl-amino]-ethanol

Conditions

Temperature
120 °C

Procedure

A mix of 2-Fluorobenzyl methanesulfonate (Step A, 5 g, 24.5 mmol) and 2-(Methylamino)-ethanol (18.4 g, 244.9 mmol) was heated under argon at 120° C. with stirring for 7 hours. The mixture was cooled to room temperature and concentrated. The crude residue was purified by flash chromatography on silica gel column (chloroform:methanol, 90:10 spiked with triethylamine) to provide the title compound.

Workup

  1. temperatureThe mixture was cooled to room temperature
  2. concentrationconcentrated
  3. customThe crude residue was purified by flash chromatography on silica gel column (chloroform:methanol, 90:10 spiked with triethylamine)

Sources & evidence

ORD record
ord-b975059afc794b5583d3d1d42ae3f3a7
Source dataset
uspto-grants-2013_12
Patent number
US08604083B2

Reaction notes

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