m-Chloroperbenzoic acid → HCID 24742642, compound

Temperature

0 °C

To a 250 ml flask containing 6-propylnon-1-ene (4 g, 23,76 mmol, purified by distillation) and anhydrous dichloromethane (260 mL) under nitrogen atmosphere, was added at 0 ° C. meta-chloroperoxybenzoic acid (77%, 10,65 g, 47,53 mmol, 2 eq) and the reaction was stirred for 20 minutes at 0 ° C. before warming to room temperature. The disappearance of starting material is monitored by TLC. The reaction was evaporated almost to dryness and cyclohexane (260 ml) was added and the remaining solid in the flask was extracted several times with cyclohexane. The combined organic phases were then washed with saturated aqueous sodium bicarbonate (5×25 mL). After evaporation of the solvent, the crude was purified by column chromatography (eluent dichloromethane) to give the desired product (3,86 g, 88%) as a colourless oil.

1. temperaturebefore warming to room temperature
2. customThe reaction was evaporated almost to dryness and cyclohexane (260 ml)
3. additionwas added
4. extractionthe remaining solid in the flask was extracted several times with cyclohexane
5. washThe combined organic phases were then washed with saturated aqueous sodium bicarbonate (5×25 mL)
6. customAfter evaporation of the solvent
7. customthe crude was purified by column chromatography (eluent dichloromethane)

ORD record

ord-198751debd69406c8c1294f45c541234

Source dataset

uspto-grants-2012_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08093398B2