Water → HCID 13720667, compound

Temperature

-40 °C

A solution of pyridazin-3-ylmethyl 3-chloropropyl sulphide (28.2 g) in anhydrous tetrahydrofuran (35 cc) is added dropwise, in the course of 15 minutes and whilst keeping the temperature below -20° C., to a solution of potassium tert.-butoxide (24 g) in a mixture of anhydrous hexamethylphosphorotriamide (35 cc) and anhydrous tetrahydrofuran (190 cc). The reaction mixture is subsequently stirred for 1 hour 30 minutes at -40° C. and is then run, at 0° C., into a mixture of distilled water (500 cc) and diethyl ether (500 cc). After decantation, the aqueous phase is extracted with diethyl ether (250 cc). The ether extracts are combined, washed three times with distilled water (1500 cc in total), dried over anhydrous sodium sulphate and filtered, and the filtrate is concentrated to dryness under reduced pressure (20 mm Hg; 2.7 kPa) at 30° C. 2-(Pyridazin-3-yl)-tetrahydrothiophen (10.5 g) is thus obtained in the form of a brown oil.

1. customthe temperature below -20° C.
2. extractionAfter decantation, the aqueous phase is extracted with diethyl ether (250 cc)
3. washwashed three times with distilled water (1500 cc in total)
4. dry with materialdried over anhydrous sodium sulphate
5. filtrationfiltered
6. concentrationthe filtrate is concentrated to dryness under reduced pressure (20 mm Hg; 2.7 kPa) at 30° C

ORD record

ord-dca1eeb0e48a46d7b6a5014253e628bf

Source dataset

uspto-grants-1983_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04379154