Toluene → HCID 22048458, compound

Participants

Reaction Steps

Under an atmosphere of nitrogen a 1M solution of DIBAL-H in toluene (80 ml, 80 mmol) was added dropwise at −70° C. over 20 min. to a stirred solution of (E)-3-(9H-fluoren-2-yl)-acrylic acid ethyl ester (5.3 g, 20.0 mmol) in dry THF (150 ml) and the mixture stirred for 30 min. Methanol (2 ml) was added, followed by saturated aqueous Rochelle's salt (100 ml), and 1N NaOH. The aqueous phase was separated and further extracted with dichloromethane. The combined organic phases were washed with water (300 mL), dried (MgSO4), filtered and concentrated in vacuo yielding 4.1 g (92%) of (E)-3-(9H-fluoren-2-yl)-prop-2-en-1-ol.

Provenance & Evidence