Benzaldehyde dimethyl acetal → HCID 19966229, compound

43 mg (0.23 mmol) of p-toluenesulfonic acid monohydrate were added, whilst ice-cooling, to a solution of 473 mg (2.51 mmol) of 4-cyclohexyloxy-2-hydroxybutyl alcohol [prepared as described in step above] and 1.14 ml (7.56 mmol) of benzaldehyde dimethyl acetal in 10 ml of methylene chloride, and the resulting mixture was stirred for 2.5 hours at room temperature. In order to stop the reaction, a saturated aqueous solution of sodium hydrogencarbonate was added to the reaction mixture, which was then extracted with diethyl ether. The extract was washed with a saturated aqueous solution of sodium chloride. The organic phase was dried over anhydrous magnesium sulfate, and the solvent was removed by distillation under reduced pressure. The resulting residue was purified by column chromatography through 50 g of silica gel, using a 1:9 by volume mixture of diethyl ether and methylene chloride as the eluent, to give 578 mg (yield 83%) of the title 1.3-dioxolane derivative as an oil.

1. customthe reaction
2. extractionwas then extracted with diethyl ether
3. washThe extract was washed with a saturated aqueous solution of sodium chloride
4. dry with materialThe organic phase was dried over anhydrous magnesium sulfate
5. customthe solvent was removed by distillation under reduced pressure
6. customThe resulting residue was purified by column chromatography through 50 g of silica gel
7. additionby volume mixture of diethyl ether and methylene chloride as the eluent

ORD record

ord-a2f5c016806d45eab70b38ef1374d458

Source dataset

uspto-grants-1997_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05614550