Methanol → 4-Azetidin-3-ylthiomorpholine dihydrochloride

4-[1-(Diphenylmethyl)azetidin-3-yl]thiomorpholine (1.0 g, 3.1 mmol) was dissolved in CH2Cl2 under nitrogen and stirred at 0° C. during the addition of 1-chloroethyl chloroformate (1.3 g, 9.2 mmol). The mixture was stirred for 90 min and then methanol (1 mL) was added. The solution was refluxed for 20 min and the solvent was removed by evaporation. To the residue was added acetone (10 mL) followed by isopropanol (10 mL) and the mixture was then refluxed for 30 min and then placed at room temperature overnight. The mixture was cooled and the precipitate was collected by filtration. There was obtained 250 mg (51%) of 4-azetidin-3-ylthiomorpholine dihydrochloride as a pale brown solid. 1H NMR (400 MHz, DMSO-d6): 2.4-3.8 (cm, 8H), 4.0 (b, 2H), 4.3 (m, 1H), 4.5 (b, 2H) 9.2 (b, 1H), 10.4 (b, 1H).

1. temperatureThe solution was refluxed for 20 min
2. customthe solvent was removed by evaporation
3. additionTo the residue was added acetone (10 mL)
4. temperaturethe mixture was then refluxed for 30 min
5. waitplaced at room temperature overnight
6. temperatureThe mixture was cooled
7. filtrationthe precipitate was collected by filtration

ORDレコード

ord-ec7a6eb26856484eba10bd70fe7ebc53

出典データセット

uspto-grants-2008_07

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07402581B2