反应详情

To a stirred, refluxing mixture of 76 g of ethyl mercaptoacetate, 79.5 g of 5-chloro-1-(2-furyl)-1-pentanol (Example 55), and 10 ml of 1.5 M sodium ethoxide in ethanol is added an additional 300 ml of 1.5 M sodium ethoxide during 15 minutes. The resulting mixture is stirred at reflux for 3 hours, cooled, and concentrated to remove most of the ethanol. The residue is partitioned with ether and water. The ether phase is washed with brine and dried over potassium carbonate. The solution is concentrated, diluted with xylene, and again concentrated to give an oil, pmr spectrum (CDCl3):δ3.24 (singlet, --S--CH2CO2C2H5) and 4.70 (triplet, CH2CHOH).

1. temperatureTo a stirred, refluxing
2. temperatureat reflux for 3 hours
3. temperaturecooled
4. concentrationconcentrated
5. customto remove most of the ethanol
6. customThe residue is partitioned with ether and water
7. washThe ether phase is washed with brine
8. dry with materialdried over potassium carbonate
9. concentrationThe solution is concentrated
10. additiondiluted with xylene
11. concentrationagain concentrated
12. customto give an oil, pmr spectrum (CDCl3)