Potassium Carbonate → HCID 69151237, compound

HRID 1294833Notes

Reaction equation

HRID 1294833 reaction equation
[CH:1]1([O:6][C:7]2[CH:13]=[CH:12][C:10]([NH2:11])=[CH:9][CH:8]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:14]([O:16][CH:17]([O:20][CH2:21][CH3:22])[CH2:18]Br)[CH3:15].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH:1]1([O:6][C:7]2[CH:8]=[CH:9][C:10]([NH:11][CH2:18][CH:17]([O:20][CH2:21][CH3:22])[O:16][CH2:14][CH3:15])=[CH:12][CH:13]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 74852Ethane, 2-bromo-1,1-diethoxy-HCID 64844484-(cyclopentyloxy)aniline

Product 1

HCID 69151237HCID 69151237, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

A suspension of 4-cyclopentyloxyaniline (8.86 g), bromoacetaldehyde diethyl acetal (13 g), potassium carbonate (13.8 g) and dimethylformamide (100 ml) was heated at 80° C. for 6 hours. Cooling was followed by filtration and concentration of the filtrate. The residue was purified by chromatography on silica gel (eluent: heptane/ethyl acetate 2:1). The product with the molecular weight of 293.41 (C17H27NO3) was obtained in this way; MS (ESI): 294 ([M+H]+).

Workup

  1. temperatureCooling
  2. filtrationwas followed by filtration and concentration of the filtrate
  3. customThe residue was purified by chromatography on silica gel (eluent: heptane/ethyl acetate 2:1)
  4. customThe product with the molecular weight of 293.41 (C17H27NO3) was obtained in this way

Sources & evidence

ORD record
ord-1949758c92ec476bae1d3a8c2e7039d5
Source dataset
uspto-grants-2007_07
Patent number
US07241787B2

Reaction notes

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