Water → HCID 131728515, compound

Participants

Reaction Steps

Allyl bromide (0.042 mL, 0.49 mmol), tetrabutylammonium hydrogen sulphate (0.033 g, 0.099 mmol) and 25% aqueous sodium hydroxide (0.5 mL) were added to a solution of Example 166e (0.1 g, 0.33 mmol) in benzene (2 mL). The reaction mixture was stirred for 7 h at room temperature, treated with water and extracted with ethyl acetate. The organic extract was washed with water, 10% aqueous HCl, dried, concentrated and subjected to hydrolysis as described in Example 1i to obtain the title compound. Yield: 13.41%; 1H NMR (DMSO-d6): δ 4.50 (d, 2H, CH2), 5.00 (s, 2H, CH2), 5.30 (d, 2H, CH2), 5.80 (m, 1H, CH), 7.30-7.60 (m, 5H, Ar), 8.10 (d, 1H, Ar), 8.20 (s, 1H, Ar); MS: m/e (ES+) 330 (M+).

Provenance & Evidence