2-(Methylamino)ethanol → HCID 15211329, compound

HRID 1055216Notes

Reaction equation

HRID 1055216 reaction equation
[CH3:1][NH:2][CH2:3][CH2:4][OH:5].[CH2:6]=[C:7]1[O:11][C:9](=[O:10])[CH2:8]1>O1CCCC1>[OH:5][CH2:4][CH2:3][N:2]([CH3:1])[C:9](=[O:10])[CH2:8][C:7](=[O:11])[CH3:6]

Participants

4

Reactant 2

HCID 80162-(Methylamino)ethanolHCID 12661Diketene

Product 1

HCID 15211329HCID 15211329, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
0 °C

Procedure

A solution of 30 ml (0.38 mol) 2-(methylamino)ethanol in 300 ml tetrahydrofuran was added dropwise to a solution of 30 g of diketene (0.36 mol) in 300 ml tetrahydrofuran at −5 to 0° C. After 1 h stirring at 0° C. no more starting material was detected by thin layer chromatography. The reaction mixture was evaporated and the residue purified by column chromatography. This gave 41.46 g (0.26 mol, 73% yield) of a white solid.

Workup

  1. customThe reaction mixture was evaporated
  2. customthe residue purified by column chromatography

Sources & evidence

ORD record
ord-3eacfd5146c54e1091d377aa2ce9e63c
Source dataset
uspto-grants-2016_07
Patent number
US09394324B2

Reaction notes

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