Azelaic Acid → Bis(2-hydroxyethyl) azelate

반응식

[C:1]([OH:13])(=[O:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]([OH:11])=[O:10].[CH2:14]1[O:16][CH2:15]1.[CH2:17]([C:21](C)=[O:22])C(C)C>>[OH:22][CH2:21][CH2:17][O:10][C:9](=[O:11])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][C:1]([O:13][CH2:15][CH2:14][OH:16])=[O:12]

참가 물질

반응물 3

HCID 2266Azelaic Acid

HCID 6354Ethylene Oxide

HCID 7909Methyl Isobutyl Ketone

생성물 1

HCID 122426Bis(2-hydroxyethyl) azelate

실험 절차

The reaction of 0.25 moles azelaic acid with 0.55 moles ethylene oxide under pressure using methyl isobutyl ketone in the presence of the catalyst of Example II (0.15% by wt. of total system) at 153° C gave bis(2-hydroxyethyl)azelate in quantitative crude yield. The material was isolated as a grey-white solid melting at 46°-47° C from a n-butyl chloride-acetone mixture in 88.5% yield.