Triethylamine → HCID 86668542, compound

HRID 2360080

Reaction equation

HRID 2360080 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6](/[CH:9]=[CH:10]/[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:12])=[CH:5][CH:4]=1.[N+:19]([CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])([O-:21])=[O:20].C(N(CC)CC)C>C(OCC)(=O)C>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH:9]([CH2:10][C:11](=[O:12])[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:22]([N+:19]([O-:21])=[O:20])[C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 69379Ethyl nitroacetateHCID 6418194-Methoxychalcone

Product 1

HCID 86668542HCID 86668542, compoundYield 92.5%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of (2E)-3-(4-methoxyphenyl)-1-phenylprop-2-en-1-one (5 g, 20.98 mmol) and ethyl nitroacetate (2.32 ml, 20.98 mmol) in triethylamine (8.77 ml, 62.94 mmol) was stirred at 75° C. for 4 h. Ethyl acetate (500 ml) was added and the solution obtained was washed with HCl 1N (4×250 ml), dried over Na2SO4 and evaporated under reduced pressure, to obtain 7.21 g of ethyl 3-(4-methoxyphenyl)-2-nitro-5-oxo-5-phenylpentanoate.

Workup

  1. customthe solution obtained
  2. washwas washed with HCl 1N (4×250 ml)
  3. dry with materialdried over Na2SO4
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-33c79166ce7542e7892f2502b06dac3b
Source dataset
uspto-grants-2014_04
Patent number
US08685992B2

Linked notes

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