Acetone → HCID 5849647, Verbindung

Temperatur

0 °C

A round bottom flask equipped with magnetic stirrer and nitrogen inlet was charged with 2,4-dichlorobenzaldehyde (1.75 g, 10.0 mmol), acetone (44.1 ml, 0.60 mol) and water (20 ml). The mixture was cooled to 0° C. and a solution of sodium hydroxide (0.44 g, 11.0 mmol) in water (20 ml) was added drop wise during 1 hour to the vigorous stirred suspension. The reaction mixture was stirred for an additional 1.0 hour. The reaction mixture was concentrated in vacuo, poured onto 10% HCl (100 ml) and extracted with ethyl acetate (3×50 ml). Combined organic layers were dried over anhydrous sodium sulfate. The solvent was removed in vacuo and the residue was purified by flash chromatography over silica gel (350 g) (eluent: n-hexane/ethyl acetate 1:1) to afford 1.9 g (88% of theory) of (E)-4-(2,4-dichloro-phenyl)-but-3-en-2-one in form of a pale yellow oil.

1. customA round bottom flask equipped with magnetic stirrer and nitrogen inlet
2. concentrationThe reaction mixture was concentrated in vacuo
3. additionpoured onto 10% HCl (100 ml)
4. extractionextracted with ethyl acetate (3×50 ml)
5. dry with materialCombined organic layers were dried over anhydrous sodium sulfate
6. customThe solvent was removed in vacuo
7. customthe residue was purified by flash chromatography over silica gel (350 g) (eluent: n-hexane/ethyl acetate 1:1)

ORD-Eintrag

ord-6b697f01635c4f48b318a31ad135281a

Quelldatensatz

uspto-grants-2013_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08357635B2