تفاعل #417894

معادلة التفاعل

4-hydroxythiophenol

2-bromoethanol

K2CO3

→

(a)

المردود 72.0%

المذيبات

dimethylformamide

—

ice water

ظروف التفاعل

المعالجة

1. 1
   استخلاصextracted with dichloromethane (DCM) (3×50 ml)
2. 2
   تجفيفThe organic part was dried by MgSO4
3. 3
   أخرىsolvent was removed under a rotary evaporator
4. 4
   أخرىThe crude product was purified on silica gel column

الإجراء التجريبي

(FIG. 2) (a) (4-(2-hydroxyethylsulfanyl) phenol) was synthesized by a modified literature procedure (pl add ref). 4-hydroxythiophenol (mercaptophenol) (6.00 g, 47.61 mmole), 2-bromoethanol (5.90 g, 47.6 mmol) and K2CO3 (6.6 g, 47.48 mmol) was stirred in dimethylformamide (DMF, 50 ml) at −5° C. for 30 minutes. The reaction mixture was then stirred for 12 hours at room temperature. The reaction mixture was poured in ice water (300 ml) and extracted with dichloromethane (DCM) (3×50 ml). The organic part was dried by MgSO4 and then solvent was removed under a rotary evaporator. The crude product was purified on silica gel column by using a chloroform/methanol (94:6) solvent mixture. Yield: 72%. 1H NMR (CDCl3): δ, 8.01 (s, OH, 1H), 7.33 (d, 2H, J=8.7 Hz), 6.78 (d, 2H, J=8.7 Hz), 4.52 (s, OH, 1H), 3.67 (t, 2H, J=6 Hz), 2.99 (t, 2H, J=5.7).

المصدر