Salicylaldehyde → o-(Allyloxy)benzaldehyde

Reaction equation

C(=O)([O-])[O-].[K+].[K+].[CH:7](=[O:15])[C:8]1[C:9](=[CH:11][CH:12]=[CH:13][CH:14]=1)[OH:10].[CH2:16](Br)[CH:17]=[CH2:18]>>[CH2:18]([O:10][C:9]1[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=1[CH:7]=[O:15])[CH:17]=[CH2:16]

Participants

Reactant 3

HCID 6998Salicylaldehyde

HCID 7841Allyl bromide

HCID 11430Potassium Carbonate

Product 1

HCID 101335o-(Allyloxy)benzaldehydeYield 91.1%

Procedure

Potassium carbonate (24.0 g, 173.9 mmol), was added to an ethanolic solution containing salicylaldehyde (19.0 g, 155.7 mmol), and allyl bromide (22.0 g, 181.8 mmol). The resulting suspension was heated to reflux overnight. The precipitated inorganic salt was filtered off. The filtrate was evaporated under reduced pressure to give the desired product, 2-allyloxy-benzaldehyde 23.0 g, yield 91%).