Hydrochloric Acid → HCID 178470520, compound

HRID 2373191Notes

Reaction equation

HRID 2373191 reaction equation
[C:1]([CH2:9][C:10]([O:12]CC)=[O:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:15]([O:17][C:18](=[O:23])[C:19](Cl)=[N:20]O)[CH3:16].Cl>CCO>[C:1]([C:9]1[C:19]([C:18]([O:17][CH2:15][CH3:16])=[O:23])=[N:20][O:11][C:10]=1[OH:12])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7170Ethyl benzoylacetateHCID 6816376Ethyl chloro(hydroximino)acetate

Product 1

HCID 178470520HCID 178470520, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a cooled and stirred solution of sodium ethoxide, obtained from sodium (2.3 g, 0.1 mol) and anhydrous EtOH (60 ml), a solution of ethyl benzoylacetate (9.6 g, 0.05 mol) in the same solvent (5 ml) was slowly added. A solution of ethylcloro(hydroximino)acetate (7.55 g, 0.05 mol) in anhydrous EtOH (10 ml) was added in a dropwise manner (over 1 h period). The mixture was neutralized with 6N HCl and the alcoholic layer was evaporated. After dilution with cold water (150-200 mL), the suspension was extracted with ethyl ether and the aqueous layer was acidified with 6N HCl to afford the product which was recovered by filtration (45% yield).

Workup

  1. customthe alcoholic layer was evaporated
  2. extractionAfter dilution with cold water (150-200 mL), the suspension was extracted with ethyl ether
  3. customto afford the product which
  4. filtrationwas recovered by filtration (45% yield)

Sources & evidence

ORD record
ord-147045f8905246fc846b231b12b8b4d9
Source dataset
uspto-grants-2008_12
Patent number
US07459453B2

Reaction notes

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