2-Bromo-4-[1,3]dioxin-2-yl-benzoic acid methyl ester → 4-[1,3]Dioxin-2-yl-2-pentyl-benzoic acid methyl ester

温度

50 °C

To a degassed solution of 2-bromo-4-[1,3]dioxin-2-yl-benzoic acid methyl ester (380 mg, 1.3 mmol) in THF (10 mL) are added PdCl2(dppf)2 (108 mg, 0.13 mmol) and n-pentyl zinc bromide (0.5 M in THF, 8.0 mL, 4.0 mmol). The mixture is heated to 50° C. overnight. After cooling to room temperature, the mixture is partitioned between EtOAc (30 mL) and water (30 mL). The organic phase is washed with brine (30 mL), dried (Na2SO4), filtered, and concentrated under reduced pressure to a residue. The residue is purified by flash chromatography to afford the title compound as syrup (360 mg, 98%). LC-ES/MS m/e 279.3 (M+1).

1. temperatureAfter cooling to room temperature
2. customthe mixture is partitioned between EtOAc (30 mL) and water (30 mL)
3. washThe organic phase is washed with brine (30 mL)
4. dry with materialdried (Na2SO4)
5. filtrationfiltered
6. concentrationconcentrated under reduced pressure to a residue
7. customThe residue is purified by flash chromatography

ORDレコード

ord-e8854be33352401c9a5662a6d43660b0

出典データセット

uspto-grants-2010_12

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07846960B2