Lithium amide → HCID 70507079, compound

HRID 2418462Notes

Reaction equation

HRID 2418462 reaction equation
[O:1]=[C:2]1[CH2:8][CH:7]=[CH:6][CH:5]=[CH:4][N:3]1[CH:9]1[CH2:14][C:13]([CH3:16])([CH3:15])[N:12]([CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:11]([CH3:24])([CH3:23])[CH2:10]1.[CH3:25][N:26]1[C:31](C)([CH3:32])[CH2:30]C(O)[CH2:28][C:27]1([CH3:36])[CH3:35].[NH2-].[Li+]>C1(C)C(C)=CC=CC=1>[O:1]=[C:2]1[CH2:8][CH:7]=[CH:6][CH:5]=[CH:4][N:3]1[CH:9]1[CH2:14][C:13]([CH3:16])([CH3:15])[N:12]([CH2:17][C:18]([O:20][CH:21]2[CH2:28][C:27]([CH3:36])([CH3:35])[N:26]([CH3:25])[C:31]([CH3:32])([CH3:30])[CH2:22]2)=[O:19])[C:11]([CH3:23])([CH3:24])[CH2:10]1

Participants

5

Reactant 3

HCID 24532Lithium amideHCID 754724-Piperidinol, 1,2,2,6,6-pentamethyl-HCID 70506026HCID 70506026, compound

Product 1

HCID 70507079HCID 70507079, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A solution of 7.5 g (0.022 mole) of ethyl 4-(2-oxo-1-azepinyl)-2,2,6,6-tetramethylpiperidin-1-ylacetate and 4.2 g (0.024 mole) of 1,2,2,6,6-pentamethylpiperidin-4-ol in 50 ml of xylene is heated for one hour at 120° C. in the presence of 0.1 g of lithium amide esterification catalyst. The xylene-ethanol azeotropic mixture is slowly distilled off using an oil bath held at 150° C. to heat the reaction vessel. After five hours, four drops of acetic acid is added to the reaction mixture and the xylene solvent is removed by distillation.

Workup

  1. distillationThe xylene-ethanol azeotropic mixture is slowly distilled off
  2. customheld at 150° C.
  3. temperatureto heat the reaction vessel
  4. additionfour drops of acetic acid is added to the reaction mixture
  5. customthe xylene solvent is removed by distillation

Sources & evidence

ORD record
ord-96a066b4ca9249c29df1dbd4f1923a83
Source dataset
uspto-grants-1984_09
Patent number
US04472547

Reaction notes

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