Potassium Chloride → HCID 178472877, compound

HRID 1729051Notes

Reaction equation

HRID 1729051 reaction equation
[C:1]([O:7][CH2:8][CH3:9])(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].[N:10]([O-])=[O:11].[Na+].[Cl-].[K+]>C(O)(=O)C.O>[OH:11][N:10]=[C:2]([C:3](=[O:4])[CH3:5])[C:1]([O:7][CH2:8][CH3:9])=[O:6]

Participants

6

Reactant 3

HCID 4873Potassium ChlorideHCID 8868Ethyl AcetoacetateHCID 23668193Sodium Nitrite

Product 1

HCID 178472877HCID 178472877, compoundYield 96.3%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent2×

Conditions

Temperature
-10 °C

Procedure

Under N2, a solution of ethyl acetoacetate (286 mL, 292 g, 2.24 mol) dissolved in 300 mL of acetic acid was cooled to -10° C. Maintaining that temperature, NaNO2 (80 g, 2.61 mol) in 400 mL of water was slowly added, and the mixture then stirred 30 minutes at 0° C., at which time KCl (160 g, 2.15 mol) in 800 mL of water was added over 20 minutes, the mixture stirred for an additional 30 minutes at0° C. and then extracted 3×1 L ether. The organic layers were combined, washed 2×1 L water and 1×1L brine, dried (MgSO4) and stripped to yield 343.3 g (96%) of title product as an oil; tlc Rf 0.3 (1:19 CH3OH:CHCl3).

Workup

  1. additionwas slowly added
  2. additionwas added over 20 minutes
  3. extractionand then extracted 3×1 L ether
  4. washwashed 2×1 L water and 1×1L brine
  5. dry with materialdried (MgSO4)

Sources & evidence

ORD record
ord-a36da167c16e410392586d1414fa12ad
Source dataset
uspto-grants-1994_07
Patent number
US05330998

Reaction notes

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