Ethanolamine → HCID 22951276, compound

A solution of 1-bromomethyl-1-cyclohexene (3.25 g) and 2-aminoethanol (6 mL) in trichloroethylene (40 mL) was heated at the reflux temp. for 3 d, cooled to room temp., and diluted with a 1N NaOH solution (30 mL). The aqueous layer was extracted with CH2Cl2 (4×20 mL) and the combined organic layers were washed with H2O (30 mL) and a saturated NaCl solution (30 mL), dried (Na2SO4) and concentrated under reduced pressure. The residue was purified by vacuum distillation to give N-hydroxyethyl-N-cyclohex-1-enylmethylamine as a colorless oil (1.78 g, 62%): bp 92-94° C. (6 mmHg),

1. temperaturecooled to room temp.
2. extractionThe aqueous layer was extracted with CH2Cl2 (4×20 mL)
3. washthe combined organic layers were washed with H2O (30 mL)
4. dry with materiala saturated NaCl solution (30 mL), dried (Na2SO4)
5. concentrationconcentrated under reduced pressure
6. distillationThe residue was purified by vacuum distillation

ORD record

ord-b364ae2a91544f22b589f234249abcce

Source dataset

uspto-grants-2002_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06353006B1