m-Chloroperbenzoic acid → HCID 22049018, compound

Temperature

0 °C

A solution of 3-chloropropyl 4-fluorophenyl sulfide (77.5 mg, 0.380 mmol) in CH2Cl2 (2.00 mL) was cooled to 0° C. To this solution m-CPBA (78.7 mg, 0.460 mmol) was added. The reaction mixture was stirred at 0° C. for 30 min, then at 23° C. for 4 h. The resulting crude mixture was diluted with 10% aqueous Na2SO3 (10 mL), the aqueous layer was extracted with CH2Cl2 (2×15 mL). The combined organic layers were washed with brine (10 mL), dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by preparative TLC using 2.5% of NH3 (2.0 M in methanol) in CH2Cl2 to give the desired product 3-chloropropyl 4-fluorophenyl sulfoxide (47.8 mg, 57.0%).

1. waitat 23° C. for 4 h
2. extractionthe aqueous layer was extracted with CH2Cl2 (2×15 mL)
3. washThe combined organic layers were washed with brine (10 mL)
4. dry with materialdried over Na2SO4
5. filtrationfiltered
6. concentrationconcentrated in vacuo
7. customThe residue was purified by preparative TLC

ORD record

ord-440415a1bd554904a54c287e60113b86

Source dataset

uspto-grants-2006_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07067534B1