Hexane → Dimethyl 2-Oxo-3-methylheptylphosphonate

Temperatur

-78 °C

A solution of dimethyl methylphosphonate (60 g, 485 mmol) in 600 ml THF was cooled to −78° C. and treated with a 2.5 M solution n-butyl lithium in hexane (194 mL, 485 mmol). After 30 min, the reaction was treated with a solution of methyl 2-methylhexanoate (14 g, 97 mmol) in THF (40 mL). The reaction was stirred for 1 h at −78° C. The reaction was treated with a saturated aqueous ammonium chloride solution (200 mL) and allowed to warm to ambient temperature. The solution was diluted with water and extracted with ether. The combined organic layers were washed with brine, dried, and concentrated. Purification by normal phase chromatography using a gradient of ethyl acetate in hexane gave dimethyl (3-methyl-2-oxoheptyl)phosphonate.

1. temperatureto warm to ambient temperature
2. extractionextracted with ether
3. washThe combined organic layers were washed with brine
4. customdried
5. concentrationconcentrated
6. customPurification by normal phase chromatography

ORD-Eintrag

ord-64cfdb97be9e4bd0b7a3ba4e426e2e6b

Quelldatensatz

uspto-grants-2010_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07776896B2