Methanol → HCID 56985609, compound

HRID 1422187Notes

Reaction equation

HRID 1422187 reaction equation
[OH:1][N:2]1[C:7]([CH3:9])([CH3:8])[CH2:6][CH:5]([OH:10])[CH2:4][C:3]1([CH3:12])[CH3:11].[C:13](OC)(=[O:20])[CH2:14][CH2:15][C:16]([O:18][CH3:19])=[O:17].CO>CCCCCCC.CC([O-])C.CC([O-])C.CC([O-])C.CC([O-])C.[Ti+4]>[C:13]([O:10][CH:5]1[CH2:6][C:7]([CH3:8])([CH3:9])[N:2]([OH:1])[C:3]([CH3:12])([CH3:11])[CH2:4]1)(=[O:20])[CH2:14][CH2:15][C:16]([O:18][CH3:19])=[O:17]

Participants

6

Reactant 3

HCID 887MethanolHCID 53951,4-Dihydroxy-2,2,6,6-tetramethylpiperidineHCID 7820Dimethyl Succinate

Product 1

HCID 56985609HCID 56985609, compound

Reagents, catalysts & solvents 2

HCID 11026Titanium isopropoxideCatalystHCID 8900HeptaneSolvent

Procedure

A solution of 6.0 g (35 mmol) of 1-oxyl-2,2,6,6-tetramethyl-4-hydroxypiperidine and 11.4 g (78 mmol) dimethyl succinate in 60 mL of heptane is brought to reflux. 0.05 mL of tetraisopropyl orthotitanate is added and the reaction mixture is refluxed for 16 hours while the evolved methanol is trapped in a Dean-Stark trap. The reaction mixture is then concentrated and the title compound is isolated as a red oil after column chromatography and melts at 76° C.

Workup

  1. temperatureto reflux
  2. concentrationThe reaction mixture is then concentrated

Sources & evidence

ORD record
ord-b61bf76276bd44a68601b0f0d0d06995
Source dataset
uspto-grants-2000_06
Patent number
US06080864

Reaction notes

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