Acetic Acid → HCID 86644231, compound

HRID 451329Notes

Reaction equation

HRID 451329 reaction equation
[Cl:1][CH2:2][C:3](=O)[CH2:4]C(OCC)=O.[C:11]([OH:14])(=[O:13])[CH3:12].[CH2:15]([NH2:17])[CH3:16].[C:18]1(C)C=CC=C[CH:19]=1>C(O)C>[Cl:1][CH2:2][C:3]([NH:17][CH2:15][CH3:16])=[CH:4][CH2:12][C:11]([O:14][CH2:18][CH3:19])=[O:13]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 1140TolueneHCID 6341EthylamineHCID 69484Ethyl 4-chloroacetoacetate

Product 1

HCID 86644231HCID 86644231, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 30 g of ethyl 4-chloroacetoacetate in 90 ml of toluene and 30 ml of ethanol are added 2 ml of acetic acid. At 10° C.-30° C., with cooling, 8.9 g of ethylamine are added dropwise. Subsequently, the mixture is stirred at room temperature for 6 h and the solvent is removed under reduced pressure at temperatures of down to 35° C. 37.7 g of ethyl 4-chloro-3-(ethylamino)but-2-enecarboxylate are obtained in a purity of 88% (this corresponds to 98% yield).

Workup

  1. temperatureAt 10° C.-30° C., with cooling
  2. customthe solvent is removed under reduced pressure at temperatures of down to 35° C

Sources & evidence

ORD record
ord-8ec1aae8a2f342eda7b2a93845263160
Source dataset
uspto-grants-2013_07
Patent number
US08487112B2

Reaction notes

Loading…