HCID 572634, compound → Bicyclo[2.2.1]heptan-2-ol, 1-methyl-

A mixture of 1-methylbicyclo[2.2.1]heptan-2-yl acetate (31 g, 0.17 mol) and aqueous sodium hydroxide solution (5%, 250 mL) was refluxed for 2 h. After being cooled to room temperature, the reaction mixture was extracted with diethyl ether (3×100 mL) and the combined organic layers were dried over magnesium sulfate and concentrated to afford the desired compound (21 g, 0.167 mol, yield: 82%), which was used in the next step without further purification. 1H NMR (400 MHz, CDCl3) δ ppm 3.47-3.46 (m, 1H), 2.16-2.14 (m, 1H), 1.81-1.75 (m, 1H), 1.57-1.52 (m, 1H), 1.43-1.30 (m, 3H), 1.15 (brs, 3H), 1.01-0.97 (m, 2H).

1. temperaturewas refluxed for 2 h
2. extractionthe reaction mixture was extracted with diethyl ether (3×100 mL)
3. dry with materialthe combined organic layers were dried over magnesium sulfate
4. concentrationconcentrated

ORD record

ord-3eecf86cefe94b42b0e80bb9212fde58

Source dataset

uspto-grants-2015_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09139534B2