Methyl Ethyl Ketone → HCID 22609181, compound

HRID 1660536Notes

Reaction equation

HRID 1660536 reaction equation
[CH2:1]([C:3]1([CH3:11])[N:7]([CH2:8][CH2:9][OH:10])[CH2:6][CH2:5][O:4]1)C.N(CCO)CCO.C(C(C)=O)C>CC(C)=O>[OH:10][CH2:9][CH2:8][N:7]1[CH2:6][CH2:5][O:4][C:3]1([CH3:11])[CH3:1]

Participants

5

Reactant 3

HCID 6569Methyl Ethyl KetoneHCID 8113DiethanolamineHCID 864992-(2-Ethyl-2-methyl-1,3-oxazolidin-3-yl)ethan-1-ol

Product 1

HCID 22609181HCID 22609181, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Part (A) of Example I is a process for making MEHEOX, i.e., 2-ethyl-3-(2-hydroxyethyl)-2-methyloxazolidine by reaction of diethanolamine with methyl ethyl ketone. Replacement of the latter ketone with acetone in molarly corresponding amount yields 3-(2-hydroxyethyl)-2,2-dimethyl-oxazolidine, herein referred to by the acronym DMHEOX, i.e., dimethyl-hydroxyethyloxazolidine. Replacement of the ketone with cyclopentanone or cyclohexanone yields 3-(2-hydroxyethyl)-2,2-tetramethylene- or 3-(2-hydroxyethyl)-2,2-pentamethylene-oxazolidine.

Sources & evidence

ORD record
ord-7d83097f33504477aecf5d3c85c245b4
Source dataset
uspto-grants-1981_12
Patent number
US04308356

Reaction notes

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