反应详情

温度

90 °C

7-Chloro-3-(2-chlorobenzyl)-1-(4-methoxybenzyl)-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione (0.65 g, 1.43 mmol) was suspended in anhydrous toluene (10 mL) under a nitrogen atmosphere. N,N-Dimethylaniline (0.36 mL, 2.9 mmol) was added followed by phosphorus oxychloride (0.20 mL, 2.1 mmol) and the mixture was heated at 90° C. for 4 hours. After cooling to ambient temperature, the mixture was diluted with 40 mL of ethyl acetate:hexanes (1:2), washed with ice water (10 mL), ice cold 1 M hydrogen chloride (2×10 mL), and brine, then dried with sodium sulfate, decanted and concentrated in vacuo. The residue was redissolved in a small amount of ethyl acetate, then poured onto a silica plug. The product was eluted with 100 mL of ethyl acetate:hexanes (1:2) to yield (E)-5,7-dichloro-3-(2-chlorobenzyl)-1-(4-methoxybenzyl)-1H-benzo[e][1,4]diazepin-2(3H)-one (680 mg, 100%) which was used without further purification.

1. temperatureAfter cooling to ambient temperature
2. washwashed with ice water (10 mL), ice cold 1 M hydrogen chloride (2×10 mL), and brine
3. dry with materialdried with sodium sulfate
4. customdecanted
5. concentrationconcentrated in vacuo
6. dissolutionThe residue was redissolved in a small amount of ethyl acetate
7. additionpoured onto a silica plug
8. washThe product was eluted with 100 mL of ethyl acetate:hexanes (1:2)