Water → 4-(3,5-Dichloro-6-fluoro-2-pyridyloxy)-2-buten-1-ol

To a solution of 11 grams (0.06 mole) of 3,5-dichloro-2,6-difluoropyridine in 35 milliliters of ethylene glycol was added over a 15 minute period 2.44 grams of sodium hydroxide in 35 milliliters of butenediol(2-butene-1,4-diol). The mixture was heated to ~70° C. and agitated for ~31/2 hours. Thereafter the mixture was poured into water and extracted with hot hexane. Most of the hexane was removed and upon cooling the 4-(3,5-dichloro-6-fluoro-2-pyridyloxy)-2-buten-1-ol product precipitated out. The product was recovered in a yield of 9 grams (60 percent of theoretical) and melted at 30° C. Upon analysis, the product was found to have carbon, hydrogen, chlorine and nitrogen contents of 43.3, 2.8, 27.8 and 5.6 percent, respectively, as compared with the theoretical contents of 42.9, 3.2, 28.1 and 5.6 percent, respectively, as calculated for the above named structure.

1. temperatureThe mixture was heated to ~70° C.
2. extractionextracted with hot hexane
3. customMost of the hexane was removed
4. temperatureupon cooling the 4-(3,5-dichloro-6-fluoro-2-pyridyloxy)-2-buten-1-ol product
5. customprecipitated out
6. customThe product was recovered in a yield of 9 grams (60 percent of theoretical) and melted at 30° C

ORDレコード

ord-3a3da65924804d2eadbc59d275403fa2

出典データセット

uspto-grants-1979_12

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US04180395