Monoethyl 2-acetylamino-2-(3,4-diethyl-benzyl)-malonate → Ethyl 2-acetylamino-3-(3,4-diethyl-phenyl)-propionate

HRID 644311Notes

Reaction equation

HRID 644311 reaction equation
[C:1]([NH:4][C:5]([CH2:14][C:15]1[CH:20]=[CH:19][C:18]([CH2:21][CH3:22])=[C:17]([CH2:23][CH3:24])[CH:16]=1)(C([O-])=O)[C:6]([O:8][CH2:9][CH3:10])=[O:7])(=[O:3])[CH3:2]>C1(C)C=CC=CC=1>[C:1]([NH:4][CH:5]([CH2:14][C:15]1[CH:20]=[CH:19][C:18]([CH2:21][CH3:22])=[C:17]([CH2:23][CH3:24])[CH:16]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])(=[O:3])[CH3:2]

Participants

3

Reactant 1

HCID 86615682Monoethyl 2-acetylamino-2-(3,4-diethyl-benzyl)-malonate

Product 1

HCID 68580167Ethyl 2-acetylamino-3-(3,4-diethyl-phenyl)-propionate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 35.2 g (104.9 mmol) monoethyl 2-acetylamino-2-(3,4-diethyl-benzyl)-malonate and 400 mL toluene was refluxed for 15 h. The reaction mixture was evaporated down under reduced pressure, the residue was taken up in DCM and the organic phase washed with saturated NaHCO3 solution. The organic phase was then dried and evaporated down under reduced pressure.

Workup

  1. temperaturewas refluxed for 15 h
  2. customThe reaction mixture was evaporated down under reduced pressure
  3. washthe organic phase washed with saturated NaHCO3 solution
  4. customThe organic phase was then dried
  5. customevaporated down under reduced pressure

Sources & evidence

ORD record
ord-094a7c66a0f942618341cf16053b1051
Source dataset
uspto-grants-2010_04
Patent number
US07700589B2

Reaction notes

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