Sodium Hydroxide → HCID 13706729, compound

To a solution of 71 g of 2-fluoro-2-methyl hexanoic acid ethyl ester in 500 ml of glyme was added 1.1 eq. of 1 N sodium hydroxide solution. After stirring for 3.5 hr., the glyme was removed under vacuum, the residue extracted with ether and the aqueous layer acidified. The mixture was then extracted with pentane and the pentane solution dried. The solvent was then removed under vacuum to give 61 g of crude acid. The crude acid was treated with 156 g of oxalyl chloride and the solution stirred at room temperature for 1.5 hr and then heated at 65° for 1.5 hr. The excess oxalyl chloride was then removed under vacuum and the residue distilled to give 51 g of 2-fluoro-2-methylhexanoyl chloride b.p. 60° (25-30 mmHg).

1. custom, the glyme was removed under vacuum
2. extractionthe residue extracted with ether
3. extractionThe mixture was then extracted with pentane
4. dry with materialthe pentane solution dried
5. customThe solvent was then removed under vacuum
6. customto give 61 g of crude acid
7. stirringthe solution stirred at room temperature for 1.5 hr
8. temperatureheated at 65° for 1.5 hr
9. customThe excess oxalyl chloride was then removed under vacuum
10. distillationthe residue distilled

ORD record

ord-42e6577d22df4310a522ef43cdd599a6

Source dataset

uspto-grants-1981_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04256911