反応 #632698

反応方程式

N-(6-cyano-2,3,4,9-tetrahydro-1H-carbazol-3-yl]-isobutyramide

sodium hydride

2-methoxybenzylchloride

sodium

→

off-white solid

収率 83.0%

N-[6-Cyano-9-(2-methoxy-benzyl)-2,3,4,9-tetrahydro-1H-carbazol-3-yl]-isobutyramide

収率 83.0%

溶媒

water

DMF

反応条件

後処理

1. 1
   その他Remove the bath
2. 2
   その他the reaction
3. 3
   ろ過Filter the resulting precipitate
4. 4
   その他dry under house vacuum at 45° C. for 18 h
5. 5
   その他Triturate
6. 6
   その他sonicate the material in diethyl ether for 1.5 h
7. 7
   ろ過filter
8. 8
   その他dry

実験手順

Follow the procedures essentially as described in Example 104, above, using N-(6-cyano-2,3,4,9-tetrahydro-1H-carbazol-3-yl]-isobutyramide (3.38 g, 12 mmol) and treating with sodium hydride (580 mg, 14A mmol). Cool the formed sodium salt in a dry ice/acetonitrile bath and add 2-methoxybenzylchloride (1.84 mL, 13.2 mmol) in DMF (2 mL) at −35 to −30° C. Remove the bath and allow the reaction to warm to ambient temperature over 3 h with stifling. Add water (250 mL) dropwise, cooling in an ice bath while stirring for 30 min. Filter the resulting precipitate and dry under house vacuum at 45° C. for 18 h. Triturate and sonicate the material in diethyl ether for 1.5 h, filter and dry to provide 3.98 g (83%) of an off-white solid.

出典