Thioglycolic Acid → Hexyl mercaptoacetate

Thioglycolic acid obtained from Evans Chemetics, Inc. (75 ml, 1.0785 mole) was added dropwise to hexanol obtained from Continental Oil Company (135.6 ml, 1.0785 mole) with 12% Dowex cation exchange resin 50W×12 50/100 (12% cross-linking, 13.2 g) as a catalyst. The solution was stirred and a nitrogen atmosphere maintained. The mixture was thereafter heated, and the byproduct, water, was distilled over as an azeotrope with hexanol at 95° C. and collected. A 10 ml excess of hexanol was added to the reaction mixture to replace that lost in the azeotrope. After 2.5 hours, an 89% yield was obtained. A vacuum of 60 mm Hg was then applied to further the reaction without increasing the temperature. After an additional hour, a 95.9% yield of hexyl thioglycolate was obtained.

1. temperaturea nitrogen atmosphere maintained
2. temperatureThe mixture was thereafter heated
3. distillationthe byproduct, water, was distilled over as an azeotrope with hexanol at 95° C.
4. customcollected
5. additionA 10 ml excess of hexanol was added to the reaction mixture
6. customan 89% yield was obtained
7. customthe reaction
8. temperaturewithout increasing the temperature
9. waitAfter an additional hour

ORD-Eintrag

ord-9787abc3405d43978561d16cd7a63e25

Quelldatensatz

uspto-grants-1981_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US04287118