반응 #707015

반응 방정식

(5-iodothiophene-3-yl)methanol

DMF

→

title compound

4-Hydroxymethylthiophene-2-carbonitrile

용매

EtOAc

반응 조건

후처리

1. 1
   세척The resulting solution is washed with 1 N NH4OH, H2O and sat. NaCl
2. 2
   건조The organic layer is dried over MgSO4
3. 3
   여과filtered
4. 4
   농축concentrated
5. 5
   기타The crude product is purified by column chromatography
6. 6
   세척eluting with gradient of 20% EtOAc/hexanes to 30% EtOAc/hexanes

실험 절차

To a solution of (5-iodothiophene-3-yl)methanol (42 g, 176 mmol) in 150 mL of DMF is added Zn(CN)2 (12.4 g, 106 mmol) and Pd(PPh3)4 (8.13 g, 7.04 mmol). The solution is heated to 80° C. After 6 hours, the solution is diluted with 3 L of EtOAc. The resulting solution is washed with 1 N NH4OH, H2O and sat. NaCl. The organic layer is dried over MgSO4, filtered and concentrated. The crude product is purified by column chromatography eluting with gradient of 20% EtOAc/hexanes to 30% EtOAc/hexanes to afford the title compound (10 g, 72 mmol) as a clear oil.

출처