CHEMBRDG-BB 4021965 synthesis

Yield:96601-10-4 10.2 g (93%)

Reaction Conditions:

with potassium carbonate in acetone;

Steps:

2.5 5)

5) Preparation of 2,4diprop-2-enyloxybenzaldehyde To a solution of 6.9 g (50 mmol) of 2,4dihydroxybenzaldehyde in 100 ml of acetone was added 12 ml (120 mmol) of 3-bromopropene and 40 g of potassium carbonate and the mixture was refluxed for 3 h under stirring. The mixture was filtered and the filtrate concentrated in vacuo to give 10.2 g (93%) of 2,4diprop-2-enyloxybenzaldehyde as slightly reddish crystals. ¹ H NMR data (200 MHz, CDCl₃, δ) 10.35 (s, CHO), 7.80 (d, J 10 Hz, H-6), 6.57 (dd, J 3 and 10 Hz, H-5), 6.47 (d, J 3 Hz, H-3), 6.2-5.9 (m, 2 CH= groups), 5.6-5.2 (2 CH₂ = groups), 4.63 (2 CH₂ O groups). ¹³ C NMR data (50 MHz, δ, CDCl₃) 187.5, 12.9, 159.2, 156.5, 142.5, 130.7.

References:

US5985935,1999,A