تفاعل #324434

معادلة التفاعل

5-methyl-2-trifluoromethyl-furan-3-carboxylic acid ethyl ester

DIBAL-H

→

title compound

المردود 58.5%

(5-Methyl-2-trifluoromethyl-furan-3-yl)-methanol

المردود 58.5%

المذيبات

Et2O

ظروف التفاعل

المعالجة

1. 1
   أخرىthe ice bath was removed
2. 2
   workup.ADDITIONadditional DIBAL-H was added (1.0 M in THF, 14.5 mL)
3. 3
   workup.WAITAfter 2 h
4. 4
   أخرىthe reaction was quenched with a saturated solution of sodium potassium tartrate (aq.)
5. 5
   workup.WAITAfter 18 h
6. 6
   workup.ADDITIONEtOAc was added
7. 7
   أخرىthe organic layer separated
8. 8
   أخرىdried

الإجراء التجريبي

To a solution of 5-methyl-2-trifluoromethyl-furan-3-carboxylic acid ethyl ester (0.83 g, 3.7 mmol) in Et2O at 0° C., was added DIBAL-H (1.0 M in THF, 1.5 mL). After 10 min, the ice bath was removed and additional DIBAL-H was added (1.0 M in THF, 14.5 mL). After 2 h, the reaction was quenched with a saturated solution of sodium potassium tartrate (aq.) and allowed to stir overnight. After 18 h, EtOAc was added and the organic layer separated and dried provide the title compound (0.39 g, 58%). 1H NMR (CDCl3): 6.19 (s, 1H), 4.62 (s, 2H), 2.36-2.28 (m, 3H).

المصدر