2-Chloroethanol → N-(2-hydroxyethyl)-1,2-dimethylethylenediamine

HRID 1492231Notes

Reaction equation

HRID 1492231 reaction equation
[CH2:1]1[O:3][CH2:2]1.ClCCO.[OH-].[K+].[CH3:10][CH:11]([NH2:15])[CH:12]([CH3:14])[NH2:13]>CO>[OH:3][CH2:1][CH2:2][NH:13][CH:12]([CH3:14])[CH:11]([CH3:10])[NH2:15]

Participants

6

Reactant 4

HCID 342-ChloroethanolHCID 6354Ethylene OxideHCID 14797Potassium HydroxideHCID 1363622,3-Butanediamine

Product 1

HCID 18952278N-(2-hydroxyethyl)-1,2-dimethylethylenediamine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Ethylene oxide generated from 2-chloroethanol (36 g) and potassium hydroxide pellets (20 g) in methanol (60 ml) was reacted with 1,2-dimethylethylenediamine (22.6 g) in methanol (50 ml) at -15° C. to give N-(2-hydroxyethyl)-1,2-dimethylethylenediamine as a colourless liquid (b.p. 89°-91° C. at 1 mmHg).

Sources & evidence

ORD record
ord-0568a817d3c4414684b922175e043fe6
Source dataset
uspto-grants-1994_12
Patent number
US05373008

Reaction notes

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