(+/-)-1-(1,3-Benzodioxol-5-yl)-2-bromo-1-pentanone

(+/-)-1-(1,3-Benzodioxol-5-yl)-2-bromo-1-pentanone - Names and Identifiers

Name	(+/-)-1-(1,3-Benzodioxol-5-yl)-2-bromo-1-pentanone
Synonyms	1-Pentanone, 1-(1,3-benzodioxol-5-yl)-2-broMo-
CAS	146721-06-4

(+/-)-1-(1,3-Benzodioxol-5-yl)-2-bromo-1-pentanone - Physico-chemical Properties

Molecular Formula	C12H13BrO3
Molar Mass	285.13
Density	1.460±0.06 g/cm3(Predicted)
Boling Point	369.7±42.0 °C(Predicted)
Solubility	Chloroform,
Appearance	Solid
Color	Yellow

(+/-)-1-(1,3-Benzodioxol-5-yl)-2-bromo-1-pentanone - References

preparation and application

1-(1, 3-benzodioxol-5-yl)-2-bromo-1-pentanone is prepared as follows: to 1-(benzo [d] [1,3] dioxol-5-yl) pentanone (25g, to a solution of 0.12mol) in acetic acid (25.2 ml) was added dropwise a solution of bromine (g, mol) in acetic acid (ml). The reaction mixture was then stirred at room temperature for 2 hours. The acetic acid was removed under high vacuum. Water (200ml) was added to the mixture and the solution was extracted with dichloromethane (2 x 200ml). The combined organic layers were washed with saturated nahco3 solution (100ml), water (100ml) and brine (100ml). The dichloromethane solution was dried with Na 2 SO 4, filtered and concentrated to dryness under vacuum. The resulting crude product was purified by Silica Gel chromatography eluting with 5% ethyl acetate in hexane to give the title compound 1-(1, 3-benzodioxol-5-yl).-2-bromo-1-pentanone (30.5g,89%).
to 1-(1, 3-benzodioxol-5-yl)-2-bromo-1-pentanone (10.0g,35.07mmol) potassium carbonate (10.0g,72.41mmol) and (R)-( )-3-pyrrolidinol (6.3g,72.4mmol) the mixture was stirred overnight at room temperature under nitrogen. The mixture was then filtered and the solution was evaporated to dryness. The resulting crude product was purified by Silica Gel chromatography eluting with 50% ethyl acetate in hexane to give the title compound (RS)-1-(benzo [d] [1,3] dioxolin-5-yl)-2 -((R)-3-hydroxypyrrolidin-1-yl) pentanone as a brown foamy solid (6.1g,60.0).

Last Update：2024-04-09 02:00:15