C(=O)([O-])[O-].[K+].[K+].[I-].[K+].[OH:9][C:10]1[CH:17]=[CH:16][C:13]([CH:14]=[O:15])=[C:12]([CH3:18])[CH:11]=1.[CH2:19](Br)[CH:20]=[CH2:21]>CC(=O)CC>[CH2:21]([O:9][C:10]1[CH:17]=[CH:16][C:13]([CH:14]=[O:15])=[C:12]([CH3:18])[CH:11]=1)[CH:20]=[CH2:19]
31.7 g (229 mmol) potassium carbonate and 9.51 g (57.3 mmol) potassium iodide were given to a solution of 15.6 g (115 mmol) 4-hydroxy-2-methyl-benzaldehyde and 55.4 g (458 mmol) allyl bromide in 500 ml 2-butanone and stirred for 16 h at 65° C. Solvents were distilled off and the residue distributed between ethyl acetate and 1 N sodium hydroxide. The organic layer was separated and the aqueous solution extracted once with ethyl acetate. The combined organic phases were dried and evaporated to give 19.8 g (98%) of 4-allyloxy-2-methyl-benzaldehyde.
Loading…
