Ethylene Oxide → 2-(neopentylamino)ethanol

HRID 749164Notes

Reaction equation

HRID 749164 reaction equation
[CH2:1]1[O:3][CH2:2]1.[CH3:4][C:5]([CH3:9])([CH3:8])[CH2:6][NH2:7]>CO>[CH3:4][C:5]([CH3:9])([CH3:8])[CH2:6][NH:7][CH2:2][CH2:1][OH:3]

Participants

4

Reactant 2

HCID 6354Ethylene OxideHCID 79882Neopentylamine

Product 1

HCID 2442822-(neopentylamino)ethanolYield 975.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ethylene oxide (2.5 ml, 5.0 mmol) cooled to −20° C. was slowly added to a solution of (2,2-dimethylpropyl)amine (13 g, 150 mmol) in methanol (15 ml) at −30° C. under argon. The mixture was stirred at ambient temperature for 16 hours. The solvent was evaporated, and the residue purified by distillation (b.p. 132° C. @ 9 mmHg) to yield 2-((2,2-dimethylpropyl)amino)ethanol (6.4 g, 97% yield):

Workup

  1. customThe solvent was evaporated
  2. distillationthe residue purified by distillation (b.p. 132° C. @ 9 mmHg)

Sources & evidence

ORD record
ord-54a87ea8c587437aaa9f3ec9d6b5b311
Source dataset
uspto-grants-2008_07
Patent number
US07402585B2

Reaction notes

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