تفاعل #577909

معادلة التفاعل

Lithium borohydride

1-[4-methyl-2-(4-trifluoromethyl-phenyl)-oxazol-5-yl]-propan-1-one

tetrahydrofuran

→

1-[4-methyl-2-(4-trifluoromethyl-phenyl)-oxazol-5-yl]-propan-1-ol

المذيبات

hydrochloric acid

ظروف التفاعل

المعالجة

1. 1
   أخرى30 min
2. 2
   أخرىat room temperature
3. 3
   غسيلwashed with ethyl acetate (three 50 mL portions)
4. 4
   تجفيفThe organic washes are dried over anhydrous magnesium sulfate
5. 5
   ترشيحfiltered
6. 6
   تركيزconcentrated in vacuo
7. 7
   أخرىThe residue is purified over silica eluting with 8:2 hexanes

الإجراء التجريبي

1-[4-methyl-2-(4-trifluoromethyl-phenyl)-oxazol-5-yl]-propan-1-one (0.68 g, 2.4 mmol) and tetrahydrofuran (5 mL) are stirred at 0° C. Lithium borohydride (0.14 g, 6.36 mmol) is added and the mixture is stirred 10 min at 0° C., and 30 min at room temperature. The mixture is diluted with 1M aqueous hydrochloric acid and washed with ethyl acetate (three 50 mL portions). The organic washes are dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo. The residue is purified over silica eluting with 8:2 hexanes:ethyl acetate to 1:1 hexanes ethyl acetate to afford 1-[4-methyl-2-(4-trifluoromethyl-phenyl)-oxazol-5-yl]-propan-1-ol as an ivory solid, 0.69 g, 100%. MS (M++1)286.

المصدر