Thionyl Chloride → 3-Fluoropyridine-2-carbonyl chloride

A suspension of 3-fluoropicolinic acid (4.23 g, 30 mmol) and thionyl chloride (35.7 g, 21.9 ml, 300 mmol) was heated to reflux for 15 h at which time it became a dark brown solution. Then, the heating was stopped and the reaction mixture was allowed to cool to room temperature and it was diluted with toluene. Then, the solvent and excess thionyl chloride were removed under vacuum. The residue was azeotrophed one more time with toluene and the resulting brown residue was dried under high vacuum to obtain 3-fluoropicolinoyl chloride (30) (4.70 g, 98.2% yield) as a brown paste which was used directly in the next step.

1. temperaturewas heated
2. temperatureto reflux for 15 h at which time it
3. customThen, the solvent and excess thionyl chloride were removed under vacuum
4. customthe resulting brown residue was dried under high vacuum

ORDレコード

ord-d54e54cf1b3b47cf9f8f49fe0661e844

出典データセット

uspto-grants-2015_12

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09199987B2