反应详情

温度

50 °C

A mixture of 4-bromomethyl-2-butoxy-benzoic acid methyl ester (0.0500 g, 1.67 mmol), THF (10 mL), H2O (10 mL), and LiOH (0.0160 g, 6.68 mmol) is stirred at 50° C. overnight. The mixture is acidified with 1.0 M HCl and the product is extracted with EtOAc (40 mL). The organic phase is washed with brine (20 mL) and dried (Na2SO4). After filtration, the filtrate is concentrated under reduced pressure to a residue. The residue is dissolved in CH2Cl2 (10 mL) and MeOH (10 mL) and treated with 2.0 M TMSCHN2 in hexane (5.0 mL, 10 mmol) at room temperature for 30 minutes. After concentration the residue is purified by flash chromatography to give 2-Butoxy-4-hydroxymethyl-benzoic acid methyl ester as a syrup (270 mg, 68%). LC-ES/MS: 239.3 (M+1).

1. extractionthe product is extracted with EtOAc (40 mL)
2. washThe organic phase is washed with brine (20 mL)
3. dry with materialdried (Na2SO4)
4. filtrationAfter filtration
5. concentrationthe filtrate is concentrated under reduced pressure to a residue
6. dissolutionThe residue is dissolved in CH2Cl2 (10 mL)
7. concentrationAfter concentration the residue
8. customis purified by flash chromatography