Reaktion #446759

ord-e3ab7037faa943f087c1cabb13d88545

Reaktionsgleichung

CC1(C)CC(O)CC(C)(C)N1
2,2,6,6-tetramethyl-4-piperidinol
CC(C)=O
acetone
CC(C)=O
acetone
CC1(C)CC(O)CC(C)(C)N1O
needles
CC1(C)CC(O)CC(C)(C)N1O
1,4-dihydroxy-2,2,6,6-tetramethyl-piperidine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeSolvent was removed on a rotary evaporator
  2. 2
    Sonstigeto give a white crystalline solid (0.1727 g, 99% yield, mp 161-163)

Vorschrift

In a 100 ml flask, a solution of 0.047 M DMD in acetone (21.2 ml, 1 mmol) was added to a cold stirred solution of 2,2,6,6-tetramethyl-4-piperidinol (0.1572 g, 1 mmol) in acetone (10 ml). The reaction mixture was stirred for two hours in an ice bath. Solvent was removed on a rotary evaporator to give a white crystalline solid (0.1727 g, 99% yield, mp 161-163). Sublimation on the Kugelrohr (110-120°, 1×10-4 mmHg) gave white needles (0.170 g). Measured mp was 162-163; reported mp is 155-159 (Lee et al 1975 and Rozantsey et al 1966).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05001233uspto-grants-1991_03