反应详情

To a stirred solution of 1,6-hexan-diol in dry THF at 0° C., NaH (1.1 equiv) was added. After stirring for 30 min, BnBr (1 equiv) was added slowly dropwise using a syringe and stirred for additional 3 h. After completion of the reaction (monitored by TLC), it was quenched with ice and the organic layer was extracted using ether and washed with brine and dried over anhydrous Na2SO4. The solvent was removed in vacuum and concentrated. The crude was purified by chromatographic technique (EtOAc:pet ether=20:80). 1H NMR (CDCl3, 200 MHz) δ 7.3-7.4 (5H, m), 4.5 (s, 2H), 3.6 (t, 2H), 3.4 (t, 2H), 1.8 (br s, 1H), 1.6 (m, 4H), 1.4 (m, 4H); 13C NMR (CDCl3, 50 MHz): 138.56, 128.34, 127.62, 127.50, 72.87, 70.29, 62.63, 32.67, 29.73, 26.03, 25.62

1. stirringstirred for additional 3 h
2. customAfter completion of the reaction (monitored by TLC), it
3. customwas quenched with ice
4. extractionthe organic layer was extracted
5. washwashed with brine
6. dry with materialdried over anhydrous Na2SO4
7. customThe solvent was removed in vacuum
8. concentrationconcentrated
9. customThe crude was purified by chromatographic technique (EtOAc:pet ether=20:80)