Methanol → HCID 77231251, 화합물

To a flask containing 5-allyl-2-hydroxy-3-methoxybenzaldehyde (5.0 g, 26.0 mmol) and N-phenyl-trifluoromethanesulfonimide was added DCM (75 mL). The flask was placed at 0° C. and treated with Et3N (4 mL) and stirred for 2 days at room temp. The mixture was diluted with dichloromethane and washed with 1N HCl, saturated sodium bicarbonate solution, and brine, then dried (Na2SO4) and concentrated. The residue in a flask was treated with dppf (0.18 g, 0.45 mmol), PdOAc2 (0.1 g, 0.44 mmol), and Et3N (8 mL, 56 mmol) followed by addition of DMF (45 mL) and MeOH (30 mL). The reaction mixture was then degassed and purged with CO 3 times and stirred under CO for 6 h at 70° C. When LC indicated consumption of starting material, the solution was concentrated to dryness. The organic residue was purified by MPLC (hexanes/EtOAc=1/0.2) to provide methyl 4-allyl-2-formyl-6-methoxybenzoate.

1. customwas placed at 0° C.
2. washwashed with 1N HCl, saturated sodium bicarbonate solution, and brine
3. dry with materialdried (Na2SO4)
4. concentrationconcentrated
5. customThe reaction mixture was then degassed
6. custompurged with CO 3 times
7. stirringstirred under CO for 6 h at 70° C
8. customconsumption of starting material
9. concentrationthe solution was concentrated to dryness
10. customThe organic residue was purified by MPLC (hexanes/EtOAc=1/0.2)

ORD 기록

ord-3dda37e0b54e4ed9a50f5c20b9e420f2

출처 데이터셋

uspto-grants-2015_04

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US09018211B2