Ethyl Acetoacetate → HCID 12688297, compound

HRID 1381001Notes

Reaction equation

HRID 1381001 reaction equation
[H-].[Na+].[C:3]([O:9][CH2:10][CH3:11])(=[O:8])[CH2:4][C:5]([CH3:7])=[O:6].[C:12](Cl)(=[O:17])[CH2:13][CH2:14][CH2:15][CH3:16]>CCOCC>[C:12]([CH:4]([C:5]([CH3:7])=[O:6])[C:3]([O:9][CH2:10][CH3:11])=[O:8])(=[O:17])[CH2:13][CH2:14][CH2:15][CH3:16]

Participants

5

Reactant 3

HCID 8868Ethyl AcetoacetateHCID 24758Sodium hydrideHCID 61186Valeryl chloride

Product 1

HCID 12688297HCID 12688297, compoundYield 80.2%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Sodium hydride (50% in oil, 39.6 g) was added portionwise to a solution of ethyl acetoacetate (107.5 g) in dry ether under nitrogen. Valeryl chloride (100 g) was added dropwise over 21/2 hours to the stirred suspension, and then poured into distilled water (500 ml.), and the ether layer was separated off and dried. The ether was removed to give ethyl 2-valerylacetoacetate (142 g) as a yellow oil.

Workup

  1. additionpoured
  2. distillationinto distilled water (500 ml.)
  3. customthe ether layer was separated off
  4. customdried
  5. customThe ether was removed

Sources & evidence

ORD record
ord-c78c080356dc4a3e8a8b9dc6237b740b
Source dataset
uspto-grants-1986_04
Patent number
US04584384

Reaction notes

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