Sodium Hydroxide → 2,5-Dimethyl-4-hydroxy-tetrahydrofuran-3-one

Temperature

20 °C

A vertical tubular reactor of 2 cm internal diameter, at the top of which 28 g of silver crystals (8 g of particles with diameters from 0.75 to 1 mm, 14 g of particles with diameters of from 0.4 to 0.75 mm and 6 g of particles with diameters of from 0.2 to 0.4 mm) were arranged, as a 2 cm thick bed, above a silver gauze screen, was fed, per hour, with a gaseous mixture, at 175° C., of 18.7 liters of 2,5-dimethyl-3,4-dihydroxy-tetrahydrofuran (=110 g), 72 liters of air and 100 liters of nitrogen. The catalyst temperature was 535° C. and the residence time over the catalyst about 0.04 second. After having passed over the catalyst, the gas mixture was immediately cooled to 20° C. by passing it into water. The resulting solution was brought to pH 8 with 10% strength NaOH solution. The water was then stripped off at 20 mbar and the residue was distilled at 1.3 mbar. This gave, at 61°-66° C., 35 g of a distillate containing about 80% of 2,5-dimethyl-4-hydroxy-tetrahydrofuran-3-one, and, at 109°-120° C., 60 g of unconverted 2,5-dimethyl-3,4-dihydroxy-tetrahydrofuran. The conversion was about 45% and the yield, based thereon, about 70%.

1. customwas 535° C.
2. customover the catalyst about 0.04 second
3. distillationthe residue was distilled at 1.3 mbar
4. additionThis gave, at 61°-66° C., 35 g of a distillate containing about 80% of 2,5-dimethyl-4-hydroxy-tetrahydrofuran-3-one
5. customat 109°-120° C.

ORD record

ord-1d66bdba6f4a4d46adeba42813aa99c3

Source dataset

uspto-grants-1981_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04290960