تفاعل #2304279

معادلة التفاعل

methyl 5-[2-methyl-5-(trimethylsilyl)phenoxy]furan-2-carboxylate

Intermediate 4

methyl 5-[2-methyl-5-(trimethylsilyl)phenoxy]furan-2-carboxylate

sodium hydroxide

→

title compound

المردود 87.8%

5-[2-methyl-5-(trimethylsilyl)phenoxy]furan-2-carboxylic acid

المردود 87.8%

المذيبات

methyl alcohol

water

ظروف التفاعل

المعالجة

1. 1
   تركيزThe resulting mixture was concentrated under reduced pressure
2. 2
   استخلاصextracted into diethyl ether (1×20 mL)
3. 3
   استخلاصextracted with ethyl acetate (2×25 mL)
4. 4
   تجفيفThe organic extracts were dried (magnesium sulphate)
5. 5
   تركيزconcentrated under reduced pressure

الإجراء التجريبي

To a solution of methyl 5-[2-methyl-5-(trimethylsilyl)phenoxy]furan-2-carboxylate (Intermediate 4; 217 mg, 0.71 mmol) in methyl alcohol (3 mL) at room temperature was added a solution of sodium hydroxide (126 mg) in water (1 mL) and the reaction stirred for 18 hours. The resulting mixture was concentrated under reduced pressure, the residue taken up in water and extracted into diethyl ether (1×20 mL). The aqueous layer was acidified with hydrochloric acid (1 M) and extracted with ethyl acetate (2×25 mL). The organic extracts were dried (magnesium sulphate) and concentrated under reduced pressure to give the title compound as a colourless powder (181 mg, 87%). Rf=0.21 (9:1, dichloromethane-methyl alcohol). LCMS Rt=4.33 minutes, m/z=291 (MH+).

المصدر