Sodium hydride → 7-Methyl-2,3-dihydro-1-benzofuran-3-ol

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Reaction Steps

Under a nitrogen atmosphere 0.945 g (7.35 mmol) trimethylsulphoxonium chloride were placed in 20 mL THF and combined batchwise with 0.300 g (7.50 mmol) sodium hydride (55%, suspension in mineral oil). The reaction mixture was refluxed for 2 h. Then 1.00 g (7.35 mmol) 2-hydroxy-3-methylbenzaldehyde in 20 ml. THF were added dropwise to the reaction mixture and refluxed overnight. Then PE was added and the suspension obtained was filtered. The filtrate was evaporated down i.vac. and purified by flash chromatography. The fractions containing the product were combined and evaporated down.

Provenance & Evidence