Reaktion #46198

Reaktionsgleichung

water

NaOH

methyl 7-methoxybenzo[d][1,3]dioxole-5-carboxylate

LiAlH4

→

(7-methoxy-benzo[d][1,3]dioxol-5-yl)methanol

Ausbeute 98.8%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was cooled to 0° C.
2. 2
   FiltrationThe slurry was filtered off
3. 3
   Waschenwashed with THF
4. 4
   SonstigeThe combined filtrates were evaporated under reduced pressure

Vorschrift

To a solution of methyl 7-methoxybenzo[d][1,3]dioxole-5-carboxylate (13.9 g, 0.040 mol) in THF (100 mL) was added LiAlH4 (3.1 g, 0.080 mol) in portions at room temperature. The mixture was stirred for 3 h at room temperature. The reaction mixture was cooled to 0° C. and treated with water (3.1 g) and NaOH (10%, 3.1 mL) successively. The slurry was filtered off and washed with THF. The combined filtrates were evaporated under reduced pressure to give (7-methoxy-benzo[d][1,3]dioxol-5-yl)methanol (7.2 g, 52%). 1H NMR (400 MHz, CDCl3) δ 6.55 (s, 1H), 6.54 (s, 1H), 5.96 (s, 2H), 4.57 (s, 2H), 3.90 (s, 3H).

Quelle