Ethanol → HCID 22005558, compound

HRID 324775Notes

Reaction equation

HRID 324775 reaction equation
[N:1]1([CH2:7][CH2:8][O:9][CH2:10][C:11](=[O:18])[CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[N:19]1[CH:24]=[CH:23][C:22]([CH2:25]CCO)=[CH:21][CH:20]=1.C(O)C>C1(C)C=CC=CC=1>[N:1]1([CH2:7][CH2:8][O:9][CH2:10][C:11](=[O:18])[CH2:12][C:13]([O:15][CH2:16][CH2:17][CH2:25][C:22]2[CH:23]=[CH:24][N:19]=[CH:20][CH:21]=2)=[O:14])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 3

HCID 702EthanolHCID 729234-PyridinepropanolHCID 22005540HCID 22005540, compound

Product 1

HCID 22005558HCID 22005558, compoundYield 165.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of ethyl 4-(2-(1-piperidinyl)ethoxy)acetoacetate (6.46 g, 25.20 mmol) and 3-(4-pyridyl)propanol (1.9 ml, 14.49 mmol) was heated in toluene (500 ml), with azeotropic removal of ethanol, for 4 h. The solution was allowed to cool with stirring for 18 h and was then concentrated to give the title compound (8.35 g). Electrospray MS m/z 349 [M+H]+.

Workup

  1. temperatureto cool
  2. concentrationwas then concentrated

Sources & evidence

ORD record
ord-884946f0f5a74c589f059c14dfdcc672
Source dataset
uspto-grants-2001_04
Patent number
US06218538B1

Reaction notes

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