Diethylene Glycol → 2-Hexylthiophene

Temperature

110 °C

In a 10 liter-five-necked flask, 300 g (1.65 mol) of 2-hexanoylthiophene, 582.1 ml of 60% hydrazine hydrate and 5 liter of diethyleneglycol were placed and reacted for 2 hours at 180° C. with distilling-off of excessive water and hydrazine hydrate. The mixture was cooled to 110° C. and 313.7 g of KOH was added thereto, followed by heating again for 2 hours of reaction at 180° C. After the reaction, the reaction mixture was poured into 10 liter of water, extracted two times with 2 liter of isopropyl ether and washed four times with 2 liter of water, followed by drying with CaCl2 and distilling-off of the solvent to obtain 285 g of a crude product. The crude product was subjected to reduced-pressure distillation in an atmosphere of nitrogen to obtain 230 g of a pure product (yield: 83%).

1. temperatureby heating again for 2 hours of reaction at 180° C
2. customAfter the reaction
3. extractionextracted two times with 2 liter of isopropyl ether
4. washwashed four times with 2 liter of water
5. dry with materialby drying with CaCl2 and distilling-off of the solvent
6. customto obtain 285 g of a crude product
7. distillationThe crude product was subjected to reduced-pressure distillation in an atmosphere of nitrogen

ORD record

ord-a2fa46fbb1ef4387894e240704c77cc1

Source dataset

uspto-grants-1992_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05118441