2,3-Dichlorobenzaldehyde → HCID 53943322, compound

HRID 703657Notes

Reaction equation

HRID 703657 reaction equation
[Cl:1][C:2]1[C:9]([Cl:10])=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=O.[CH3:11][O:12][C:13](=[O:20])[CH2:14][C:15](=[O:19])[CH2:16][O:17][CH3:18]>N1C=CC=CC=1.C(O)(=O)CCCCC.C1C=CC=CC=1>[CH3:11][O:12][C:13](=[O:20])[C:14](=[CH:4][C:3]1[CH:6]=[CH:7][CH:8]=[C:9]([Cl:10])[C:2]=1[Cl:1])[C:15](=[O:19])[CH2:16][O:17][CH3:18]

Participants

6

Reactant 2

HCID 357452,3-DichlorobenzaldehydeHCID 123500Methyl 4-methoxyacetoacetate

Product 1

HCID 53943322HCID 53943322, compoundYield 96.5%

Reagents, catalysts & solvents 3

HCID 1049PyridineCatalystHCID 8892Hexanoic AcidCatalystHCID 241BenzeneSolvent

Procedure

A solution containing 160 ml of anhydrous benzene, 5 g of 2,3-dichlorobenzaldehyde, 4.2 g of 4-methoxy-3-oxobutanoic acid methyl ester, 16 drops of pyridine and 22 drops of hexanoic acid is heated under reflux for one hour, removing the water formed. The mixture is then washed with a saturated sodium bicarbonate solution and then with a 0.1N hydrochloric acid solution. The organic phase is taken and evaporated to dryness so as to obtain 8.3 g of an oil.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for one hour
  3. customremoving the water
  4. customformed
  5. washThe mixture is then washed with a saturated sodium bicarbonate solution
  6. customevaporated to dryness so as

Sources & evidence

ORD record
ord-5d94d09335b94da0823d24d717800a0b
Source dataset
uspto-grants-1991_01
Patent number
US04983740

Reaction notes

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