Acetic Acid → HCID 57166148, compound

HRID 1742010Notes

Reaction equation

HRID 1742010 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>C(OCC)(=O)C>[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 hrs at room temperature. It is then diluted with 150 ml of ethyl acetate and washed with 100 ml of water, then with 100 ml of saturated sodium carbonate solution and finally with 100 ml of a saturated solution of NaH2PO4. The solvent is evaporated to give 108.43 g of 4-chloro3-oxo-2-ethoxycarbonyl-1-cyclohexyl-but-1-ene.

Workup

  1. washwashed with 100 ml of water
  2. customThe solvent is evaporated

Sources & evidence

ORD record
ord-5b7dc8296b474be7b2831c31c8d5401c
Source dataset
uspto-grants-1994_08
Patent number
US05336676

Reaction notes

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