Reaktion #171587

Reaktionsgleichung

8-bromo-3,4-dihydrobenzo[b]oxepin-5(2H)-one

DMF

Phosphorus oxychloride

POCl3

DMF

→

(Z)-8-bromo-5-chloro-2,3-dihydrobenzo[b]oxepine-4-carbaldehyde

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeto reach room temperature
2. 2
   ExtraktionThe aqueous phase was extracted with ethylacetate
3. 3
   Waschenthe combined organics were washed with brine
4. 4
   Trocknendried over sodium sulfate
5. 5
   Einengenconcentrated
6. 6
   Sonstigeto give 9

Vorschrift

Phosphorus oxychloride, POCl3 (1.88 mL, 20.8 mmol) was added dropwise to DMF (5 mL) at 0° C. After 30 min a solution of 8-bromo-3,4-dihydrobenzo[b]oxepin-5(2H)-one 8 (2.0 g, 8.3 mmol) in 8 mL DMF was added dropwise. The reaction mixture was allowed to reach room temperature to stir 2 hr, then poured slowly over rapidly stirred ice water. The aqueous phase was extracted with ethylacetate and the combined organics were washed with brine, dried over sodium sulfate and concentrated to give 9.

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