Diethyl Ether → Silver alpha-methylacetoacetate

HRID 2245815Notes

Reaction equation

HRID 2245815 reaction equation
N(CCO)CCO.CCOCC.[CH3:13][CH:14]([C:18]([CH3:20])=[O:19])[C:15]([OH:17])=[O:16].[N+]([O-])([O-])=O.[Ag+:25]>O>[CH3:13][CH:14]([C:18]([CH3:20])=[O:19])[C:15]([O-:17])=[O:16].[Ag+:25]

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 8113DiethanolamineHCID 24470Silver NitrateHCID 1509962-Methyl-3-oxobutanoic acid

Product 1

HCID 86633513Silver alpha-methylacetoacetate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Diethanolamine (4.4 g) was dissolved in water (5 mL), and this solution was added to the ether solution of α-methylacetoacetic acid while cooling with ice. A solution of silver nitrate (6.8 g) dissolved in water (8 mL) was then added dropwise. The white precipitate that precipitated was filtered off, washed with ice water and then isopropanol, and then dried, yielding silver α-methylacetoacetate as a white precipitate (yield 4.78 g).

Workup

  1. temperaturewhile cooling with ice
  2. additionwas then added dropwise
  3. customThe white precipitate that precipitated
  4. filtrationwas filtered off
  5. washwashed with ice water
  6. dry with materialisopropanol, and then dried

Sources & evidence

ORD record
ord-19d0923f799749d287926cd45ed8382b
Source dataset
uspto-grants-2010_03
Patent number
US07683195B2

Reaction notes

Loading…