Butyl bromide → 3-butoxybenzoic acid

Participants

Reaction Steps

The reaction of butyl bromide and ethyl 3-hydroxybenzoate in the presence of potassium carbonate was performed as described for Compound 24 to give 3-butoxy-benzoic acid as white powder. 1H-NMR (400 MHz, d6-DMSO): 12.93 (s, COOH); 7.48 (m, 1 arom. H); 7.40 (m, 2 arom. H); 7.12 (m, 1 arom. H); 3.97 (t, CH3CH2CH2CH2O); 1.69 (m, CH3CH2CH2CH2O); 1.42 (m, CH3CH2CH2CH2O); 0.91 (t, CH3CH2CH2CH2O). 13C-NMR (100 MHz, d6-DMSO): 167.12 (—C═O); 158.63; 132.13; 129.67; 121.40; 119.31; 114.41; 67.30; 30.64; 18.68; 13.65.

Provenance & Evidence