Methanol → Methyl 1-hydroxycyclopentane-1-carboxylate

To a solution of 1-hydroxycyclopentanecarboxylic acid (2.00 g) in methanol (15 mL) was added conc. sulfuric acid (0.1 mL), and the mixture was stirred at room temperature for 18 hours. The reaction mixture was concentrated in vacuo, and the resultant residue was diluted with diethylether. The mixture was washed successively with an aqueous saturated sodium hydrogencarbonate solution and brine. The organic layer was dried over sodium sulfate and concentrated in vacuo to give methyl 1-hydroxy-cyclopentanecarboxylate (2.06 g) as a pale brown oil.

1. concentrationThe reaction mixture was concentrated in vacuo
2. additionthe resultant residue was diluted with diethylether
3. washThe mixture was washed successively with an aqueous saturated sodium hydrogencarbonate solution and brine
4. dry with materialThe organic layer was dried over sodium sulfate
5. concentrationconcentrated in vacuo

ORD record

ord-64f4edca98e44d53bcd53b34fd66cc17

Source dataset

uspto-grants-2012_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08188073B2