Diethylamine → HCID 68463557, compound

HRID 502755Notes

Reaction equation

HRID 502755 reaction equation
Cl[CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[C:7]([O:14][CH3:15])[CH:6]=1.[CH2:16]([NH:18][CH2:19][CH3:20])[CH3:17].C(=O)([O-])[O-].[K+].[K+]>C(#N)C.ClCCl>[CH2:16]([N:18]([CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[C:7]([O:14][CH3:15])[CH:6]=1)[CH2:19][CH3:20])[CH3:17]

Participants

6

Reactant 3

HCID 8021DiethylamineHCID 11430Potassium CarbonateHCID 68459272HCID 68459272, compound

Product 1

HCID 68463557HCID 68463557, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
80 °C

Procedure

4-(2-Chloroethoxy)-2-methoxy-1-nitrobenzene (0.22 g, 0.9 mmol) was dissolved in acetonitrile (1 ml). Diethylamine (0.14 ml, 2.6 mmol) and potassium carbonate (0.31 g, 2.2 mmol) were added and the reaction was heated in a sealed pressure tube to 80° C. for 20 h. The reaction mixture was diluted with dichloromethane, then washed with 1M sodium hydroxide and brine, then dried over sodium sulfate. Evaporation of the solvent under reduced pressure gave the title compound as a brown oil.

Workup

  1. washwashed with 1M sodium hydroxide and brine
  2. dry with materialdried over sodium sulfate
  3. customEvaporation of the solvent under reduced pressure

Sources & evidence

ORD record
ord-52d0dad292c143618cee690b81851879
Source dataset
uspto-grants-2010_08
Patent number
US07776869B2

Reaction notes

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