반응 #337403

반응 방정식

HCl

2,6-dichloro-benzaldehyde

N-chlorosuccinimide

DMF

→

title compound

2,6 Dichloro-benzaldehyde chloroxime

반응 조건

후처리

1. 1
   기타The reaction mixture is partitioned between ether and water
2. 2
   기타The layers are separated
3. 3
   세척the ether layer is washed with brine
4. 4
   건조dried over sodium sulfate
5. 5
   여과The ether layer is filtered
6. 6
   기타the solvent is removed under reduced pressure
7. 7
   기타to yield the crude product
8. 8
   기타The crude product is chromatographed

실험 절차

To a solution of 2,6-dichloro-benzaldehyde (7.6 g, 40 mmol) in DMF (56 mL) is added N-chlorosuccinimide (5.9 g, 44.0 mmol) followed by a catalytic amount of HCl gas. The reaction mixture is stirred overnight. The reaction mixture is partitioned between ether and water. The layers are separated and the ether layer is washed with brine and dried over sodium sulfate. The ether layer is filtered and the solvent is removed under reduced pressure to yield the crude product. The crude product is chromatographed using a gradient of 10% ethyl acetate in hexanes to 15% ethyl acetate in hexanes to yield the title compound. 1H-NMR (400 MHz, CDCl3) δ 8.76 (b, 1H), 7.38-7.26 (m, 3H).

출처