Acetic Acid → HCID 57166148, compound

HRID 128682Notes

Reaction equation

HRID 128682 reaction equation
[Cl:1][CH2:2][C:3](=[O:10])[CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6].C(O)(=O)C.[CH2:15](N)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>CCOC(C)=O>[Cl:1][CH2:2][C:3](=[O:10])[C:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])=[CH:15][CH:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 7504BenzylamineHCID 69484Ethyl 4-chloroacetoacetate

Product 1

HCID 57166148HCID 57166148, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of ethyl 4-chloro-3-oxo-butanoate (57.3 ml) , cyclohexylaldehyde (53.65 ml ) , acetic acid (2.75 ml) and benzylamine (4.38 ml) is kept for 24 hours at room temperature, then it is diluted with 150 ml of AcOEt and washed with 100 ml of water, then with a NaH2PO4 saturated solution. Solvent is evaporated off to obtain 108.43 g of 4-chloro-3-oxo-2-ethoxycarbonyl-1-cyclohexylbut-1-ene.

Workup

  1. washwashed with 100 ml of water
  2. customSolvent is evaporated off

Sources & evidence

ORD record
ord-46bca36f8a184adcbed98634c5296734
Source dataset
uspto-grants-1995_11
Patent number
US05464844

Reaction notes

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