N-(2,3-Epoxypropyl)phthalimide → HCID 21994115, compound

HRID 1978326Notes

Reaction equation

HRID 1978326 reaction equation
[O:1]1[CH2:15][CH:2]1[CH2:3][N:4]1[C:8](=[O:9])[C:7]2=[CH:10][CH:11]=[CH:12][CH:13]=[C:6]2[C:5]1=[O:14].[C:16]1([CH:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C(O)C>[OH:1][CH:2]([CH2:15][N:25]1[CH2:26][CH2:27][CH:22]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:23][CH2:24]1)[CH2:3][N:4]1[C:8](=[O:9])[C:7]2=[CH:10][CH:11]=[CH:12][CH:13]=[C:6]2[C:5]1=[O:14]

Participants

4

Reactant 2

HCID 21601N-(2,3-Epoxypropyl)phthalimideHCID 698734-Phenylpiperidine

Product 1

HCID 21994115HCID 21994115, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 1.980 g (9.744 mM) of N-(2,3-epoxy-propan-1-yl)phthalimide and 1.73 g (10.7 mM) of 4-phenylpiperidine in 50 ml of ethanol was refluxed for one hour, at the end of which time the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=3/1 to 1/1) and crystallized from diethyl ether-hexane to provide the title compound.

Workup

  1. distillationwas distilled off under reduced pressure
  2. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=3/1 to 1/1)
  3. customcrystallized from diethyl ether-hexane

Sources & evidence

ORD record
ord-81574980490f440b807164af0882355c
Source dataset
uspto-grants-2001_05
Patent number
US06235731B1

Reaction notes

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