반응 #47650

반응 방정식

hydrochloric acid

methyl magnesium bromide

ethyl acetate

(3-hydroxy-phenyl)-acetic acid methyl ester

→

3-(2-hydroxy-2-methyl-propyl)-phenol

수율 100.0%

용매

water

water

tetrahydrofuran

tetrahydrofuran

반응 조건

후처리

1. 1
   추출extracted twice with ethyl acetate
2. 2
   건조The combined organic phases were dried over sodium sulfate
3. 3
   여과filtered
4. 4
   농축concentrated in vacuo which

실험 절차

To a solution of methyl magnesium bromide (3 M, 12 mL, 36.06 mmol) cooled to 0° C. was added tetrahydrofuran (10 mL) and (3-hydroxy-phenyl)-acetic acid methyl ester (1 g, 6.01 mmol) as a solution in tetrahydrofuran (5 mL). The resulting mixture was warmed to room temperature stirred for 30 min and then poured carefully into a biphasic mixture of ethyl acetate and water. The water layer was made acidic (pH=1) with 1N aqueous hydrochloric acid and extracted twice with ethyl acetate. The combined organic phases were dried over sodium sulfate, filtered and concentrated in vacuo which afforded 3-(2-hydroxy-2-methyl-propyl)-phenol (1 g, 100%) as a white solid.

출처