N-Ethylaniline → HCID 10443494, compound

HRID 538442Notes

Reaction equation

HRID 538442 reaction equation
Cl[C:2](=[O:8])[CH2:3][C:4]([O:6][CH3:7])=[O:5].[CH2:9]([NH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH3:10]>ClCCl>[CH2:9]([N:11]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:2](=[O:8])[CH2:3][C:4]([O:6][CH3:7])=[O:5])[CH3:10]

Participants

4

Reactant 2

HCID 7670N-EthylanilineHCID 123460Methyl malonyl chloride

Product 1

HCID 10443494HCID 10443494, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Dichloromethane was added to a dry round bottom flask at 20-25° C. under nitrogen atmosphere. Methyl 3-chloro-3-oxo-propanoate (2.59 ml, 24.15 mmol) was added, followed by N-ethylaniline (2.97 ml 24.13 mmol), and the solution was stirred at r.t. for 14 h, then the solvent was removed under reduced pressure to obtain a yellowish oil. Yield: 100%. Te purity of the isolated product: 98% (HPLC, area %).

Workup

  1. customthe solvent was removed under reduced pressure
  2. customto obtain a yellowish oil

Sources & evidence

ORD record
ord-370b663582c444c5a65e2644f9e4f572
Source dataset
uspto-grants-2014_10
Patent number
US08865742B2

Reaction notes

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