Methanol → HCID 23021101, compound

To a solution of 1-(2-bromoethyl)cyclohexylacetic acid (4.98 g) in methanol (50 mL) was added thionyl chloride (1.76 mL) dropwise under ice cooling. After completion of the dropwise addition, the reaction solution was stirred for 18 hours, while its temperature was allowed to rise to room temperature. The reaction solution was concentrated under reduced pressure, and ethyl acetate was added to the resulting residue. The solution was washed in turn with saturated aqueous sodium bicarbonate solution, water and saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate and filtered. The filtrate was then concentrated under reduced pressure to give the title compound (5.41 g). This product was subjected to the subsequent step without further purification.

1. additionAfter completion of the dropwise addition
2. customto rise to room temperature
3. concentrationThe reaction solution was concentrated under reduced pressure, and ethyl acetate
4. additionwas added to the resulting residue
5. washThe solution was washed in turn with saturated aqueous sodium bicarbonate solution, water and saturated aqueous sodium chloride solution
6. dry with materialdried over anhydrous magnesium sulfate
7. filtrationfiltered
8. concentrationThe filtrate was then concentrated under reduced pressure

ORD record

ord-dc43abc6476d4df1bb15ed7d36844a66

Source dataset

uspto-grants-2008_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07375115B2