2-Benzofurancarboxaldehyde

Colorless to light yellow liqui 2-Formyl benzofuran has a bitter almond odor.

Crystalline solid, bitter almond odour

POCl1. To a solution of benzofuran (1.5 g, 12.69 mmol) in 60 mL of THF, was added 5.08 mL(12.69 mmol) of n-BuLi solution in hexanes (2.5 M) at -78 °C. After 1 hr at -78 °C, the reaction mixture was added DMF (3.43 mL). After overnight at RT, the reaction was quenched with saturated ammonium chloride, and extracted with EtOAc (x3). The combined organic extracts were dried (MgS0Step 1: Preparation of 2, 3-Benzofuran-5-carboxaldehyde 39[0201] To a DMF (0.580 mL) solution of 2, 3-benzofuran 38 (0.331 mL, 3.0 mmol) was added phosphorous oxychloride (0.302 mL, 3.3 mmol). The reaction mixture was stirred overnight at 80 °C, then the excess solvent was removed in vacuo. The residue was diluted with ethyl acetate (100 mL), then washed with water (2 X 20 mL). The organic layer was dried with brine and MgSC>4, then concentrated in vacuo. Flash column chromatography on silica gel (n-hexanes : ethyl acetate = 50:1) of the residue afforded the desired product 39 in 40percent yield (172 mg, yellow oil).

Molecular Weight:146.14
XLogP3:2.3
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:146.036779430
Monoisotopic Mass:146.036779430
Topological Polar Surface Area:30.2
Heavy Atom Count:11
Complexity:156
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes