Ethyl Acetoacetate → HCID 59671878, compound

HRID 2113227Notes

Reaction equation

HRID 2113227 reaction equation
[C:1]([O:7][CH2:8][CH3:9])(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].[O-]CC.[Na+].Br[CH2:15][C:16]([C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=1[Cl:25])=[O:17]>C(O)C.C(O)C.C1(C)C=CC=CC=1>[C:3]([CH:2]([CH2:15][C:16](=[O:17])[C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=1[Cl:25])[C:1]([O:7][CH2:8][CH3:9])=[O:6])(=[O:4])[CH3:5]

Participants

6

Reactant 3

HCID 8868Ethyl AcetoacetateHCID 758282-Bromo-1-(2,4-dichlorophenyl)ethan-1-oneHCID 2723922Sodium ethoxide

Product 1

HCID 59671878HCID 59671878, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 21863594Toluene ethanolSolvent

Procedure

To a solution of 3.26 ml of ethyl acetoacetate in ethanol (20 ml) is added dropwise 0.5 ml of a sodium ethoxide solution (21% in EtOH) at 0° C. The mixture is stirred for 15 minutes and 5.82 g de 2-bromo-1-(2,4-dichlorophenyl)ethanone predissolved in 30 ml of an ethanol/toluene mixture (2/1; v/v) is then added. The mixture is stirred for 4 hours at RT and then concentrated to dryness. The residue is purified by chromatography on silica gel to give 3.8 g of liquid corresponding to the expected product.

Workup

  1. additionis then added
  2. stirringThe mixture is stirred for 4 hours at RT
  3. concentrationconcentrated to dryness
  4. customThe residue is purified by chromatography on silica gel

Sources & evidence

ORD record
ord-f49b7ca5ecb644c7921684da26d10eb7
Source dataset
uspto-grants-2009_04
Patent number
US07524971B2

Reaction notes

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