Water → HCID 58896233, compound

Temperature

0 °C

To an ice-cooled solution of 1-[1-(2-trifluoromethyl-phenyl)-cyclobutyl]-propan-2-one (2.56 g, 10 mmol) in MeOH (15 ml) was added Br2 (0.5 ml, 10 mmol) slowly via a syringe. The reaction mixture was stirred for 15 min at 0° C., then 30 min at room temperature. To the reaction mixture was added H2O (15 ml) and the mixture stirred for 15 min at room temperature. The reaction was monitored by TLC, and TLC showed no starting material left 15 min after addition of H2O. The resulting solution was extracted twice with 25% n-hexane in EtOAc. The combined organic extracts were washed twice with saturated aqueous NaHCO3 solution, dried over sodium sulfate and concentrated by evaporation in a vacuum. The residue was purified by column chromatography on silica-gel with 2% ether-hexane to yield 1.97 g of product.

1. custom30 min
2. customat room temperature
3. stirringthe mixture stirred for 15 min at room temperature
4. waitleft 15 min
5. extractionThe resulting solution was extracted twice with 25% n-hexane in EtOAc
6. washThe combined organic extracts were washed twice with saturated aqueous NaHCO3 solution
7. dry with materialdried over sodium sulfate
8. concentrationconcentrated by evaporation in a vacuum
9. customThe residue was purified by column chromatography on silica-gel with 2% ether-hexane

ORD record

ord-e177d754954545079813eaf3cc8a0fa5

Source dataset

uspto-grants-2008_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07348322B2