Hexanoic acid, 3-methyl-6-oxo-, methyl ester, (R)- → HCID 131720048, compound

Temperature

-70 °C

To a solution of aldehyde from Step 1 (1.03 g, 6.5 mmol) in THF (20 mL) at -70° C. was added 1.4M methyl magnesium bromide in THF-toluene 1:3 (4.66 mL, 6.52 mmol). The mixture was stirred at -70° C. for 45 minutes, quenched with aqueous saturated NH4Cl and allowed to warm up to room temperature. It was diluted with ether, and the organic phase was washed twice with brine, dried over MgSO4 and evaporated down. The residue was chromatographed on silica gel, eluting with a 1:2 mixtue of ethyl acetate and hexane, to afford the desired compound (293 mg) as a colorless oil.

1. customquenched with aqueous saturated NH4Cl
2. temperatureto warm up to room temperature
3. additionIt was diluted with ether
4. washthe organic phase was washed twice with brine
5. dry with materialdried over MgSO4
6. customevaporated down
7. customThe residue was chromatographed on silica gel
8. washeluting with a 1:2 mixtue of ethyl acetate and hexane

ORD record

ord-5a5a3aa8fb6b47a382e33eb5521e4425

Source dataset

uspto-grants-1997_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05639780