ChemicalBook CAS DataBase List (5-METHOXY-1-BENZOFURAN-2-YL)METHANOL

(5-METHOXY-1-BENZOFURAN-2-YL)METHANOL synthesis

7synthesis methods

Product Name:(5-METHOXY-1-BENZOFURAN-2-YL)METHANOL
CAS Number:37603-26-2
Molecular formula:C10H10O3
Molecular Weight:178.18

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Yield:37603-26-2 97%

Reaction Conditions:

with diisobutylaluminium hydride in tetrahydrofuran at -78 - 20; for 4.33333 h;

Steps:

1004.A Preparative Example 1004; Step A

To a cooled (-78°C) solution of methoxybenzofuran-2-carboxylic acid (1 g) was added DIBAL (30 mL, 1 M in THF). After stirring for 20 min, the mixture was warmed to RT and stirred for 4 hr, then poured into sat. NH4CI (aq) (35 mL). After stirring at RT for 20 min, 6M HCI (aq) was added and the mixture was extracted with EtOAc, the organic phase dried and then concentrated in vacuo. Purification by silica gel chromatography (EtOAc-hexane, 3: 7) afforded the alcohol as a solid (0.4 g, 97%).

References:

WO2004/33440,2004,A1 Location in patent:Page 343