Formaldehyde → 4-Piperidinol, 1,2,2,6,6-pentamethyl-

1,2,2,6,6-pentamethy-4-piperidinol was synthesized upon reductive-amination of 2,2,6,6-tetramethy-4-piperidinol. A mixture of 2,2,6,6-tetramethyl]-piperidinol (3.55 g, 0.02 M), 37% formalin (3.3 mL) and 1 mL formic acid was heated under a reflux condensor on the steam bath for 5 h. The reaction mixture was made basic with (1.0 M) potassium hydroxide solution and the product was extracted with ether (5×50 mL). The combined extract was washed with saturated solution of potassium carbonate (2×20 mL) and dried over anhydrous magnesium sulfate and finally the solvent was evaporated under vacuum. The residue was then sublimed at 0.05 mm, bath temperature 85° C. The white sublimate weighed 3.5 g to give 91% yield, mp=72-74° C.

1. temperaturewas heated under a reflux condensor on the steam bath for 5 h
2. extractionthe product was extracted with ether (5×50 mL)
3. extractionThe combined extract
4. washwas washed with saturated solution of potassium carbonate (2×20 mL)
5. dry with materialdried over anhydrous magnesium sulfate
6. customfinally the solvent was evaporated under vacuum
7. customwas then sublimed at 0.05 mm, bath temperature 85° C
8. customto give 91% yield, mp=72-74° C.

ORD record

ord-856b91001c7d414c9d242a3912abc995

Source dataset

uspto-grants-2002_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06489482B2