Oxalyl chloride → (E)-2-(6-fluoro-1-indanylidene)acetyl chloride

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Reaction Steps

An ice-cold, stirred suspension of (E)-2-(6-fluoro-1-indanylidene) acetic acid (384 mg, 2 mmol) in benzene (10 mL) was treated with oxalyl chloride (761 mg, 6 mmol) and allowed to warm to room temperature during 1.5 h. The resulting yellow solution was concentrated in vacuo to give (E)-2-(6-fluoro-1-indanylidene)acetyl chloride as a pale yellow solid (421 mg, 100%), m.p., 97°-99° C.; IR (Nujol (high boiling petroleum oil)): 1750, 1600 cm-1 ; NMR (DMSO-d6): d 7.18-7.67 (m, 3H, Ar), 6.39 (t, 1H, =CH), 2.96-2.99, 3.16-3.21 (2m's, 4H, 2XCH2).

Provenance & Evidence