Reaktion #801848

Reaktionsgleichung

compound

Methyl 2′-chloro-5-(hydroxymethyl)biphenyl-3-carboxylate

triphenyl-phosphine

carbon tetrabromide

→

Methyl 5-(bromomethyl)-2′-chlorobiphenyl-3-carboxylate

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationFor work-up, the mixture was filtered through 20 g of kieselguhr
2. 2
   Waschenthe filter cake was washed with ethyl acetate
3. 3
   Einengenthe filtrate was concentrated under reduced pressure
4. 4
   SonstigeThe residue was purified chromatographically on silica gel (mobile phase: cyclohexane/ethyl acetate 7:3)
5. 5
   SonstigeThis gave 275 mg (>100% of theory) of the target compound, which were immediately reacted further

Vorschrift

187 mg (0.68 mmol) of the compound from Example 111A and 266 mg (1.01 mmol) of triphenyl-phosphine were dissolved in 6 ml of THF, and 336 mg (1.01 mmol) of carbon tetrabromide were added at RT. The mixture was then stirred at RT for 16 h. For work-up, the mixture was filtered through 20 g of kieselguhr, the filter cake was washed with ethyl acetate and the filtrate was concentrated under reduced pressure. The residue was purified chromatographically on silica gel (mobile phase: cyclohexane/ethyl acetate 7:3). This gave 275 mg (>100% of theory) of the target compound, which were immediately reacted further.

Quelle