Water → 7-Chloro-1,3-dioxaindane-5-carbaldehyde

Temperatur

60 °C

To a solution of 3-chloro-4,5-dihydroxybenzaldehyde (8.0 g, 46 mmol) and BrClCH2 (23.9 g, 185 mmol) in dry DMF (100 mL) was added Cs2CO3 (25 g, 190 mmol). The mixture was stirred at 60° C. overnight and was then poured into water. The resulting mixture was extracted with EtOAc (50 mL×3). The combined extracts were washed with brine (100 mL), dried over Na2SO4 and concentrated under reduced pressure to afford 7-chlorobenzo[d][1,3]dioxole-5-carbaldehyde (6.0 g, 70%). 1H NMR (400 MHz, CDCl3) δ 9.74 (s, 1H), 7.42 (d, J=0.4 Hz, 1H), 7.26 (d, J=3.6 Hz, 1H), 6.15 (s, 2H).

1. extractionThe resulting mixture was extracted with EtOAc (50 mL×3)
2. washThe combined extracts were washed with brine (100 mL)
3. dry with materialdried over Na2SO4
4. concentrationconcentrated under reduced pressure

ORD-Eintrag

ord-3a09e1121321481f8963fa1ea8fa8ed2

Quelldatensatz

uspto-grants-2010_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07776905B2