반응 #1535121

반응 방정식

sodium ethoxide

ethyl mercaptoacetate

5-chloro-1-(2-furyl)-1-pentanol

sodium ethoxide

→

5-(carbethoxymethylthio)-1-(2-furyl)-1-pentanol

용매

ethanol

반응 조건

후처리

1. 1
   온도To a stirred, refluxing
2. 2
   온도at reflux for 3 hours
3. 3
   온도cooled
4. 4
   농축concentrated
5. 5
   기타to remove most of the ethanol
6. 6
   기타The residue is partitioned with ether and water
7. 7
   세척The ether phase is washed with brine
8. 8
   건조dried over potassium carbonate
9. 9
   농축The solution is concentrated
10. 10
    workup.ADDITIONdiluted with xylene
11. 11
    농축again concentrated
12. 12
    기타to give an oil, pmr spectrum (CDCl3)

실험 절차

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 additionan 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): δ 3.24 (singlet, --S--CH2CO2C2H5) and 4.70 (triplet, CH2CHOH).

출처