Diethyl Ether → Silver benzoylacetate

HRID 2245814Notes

Reaction equation

HRID 2245814 reaction equation
N(CCO)CCO.CCOCC.[C:13]([CH2:21][C:22]([OH:24])=[O:23])(=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[N+]([O-])([O-])=O.[Ag+:29]>O>[C:13]([CH2:21][C:22]([O-:24])=[O:23])(=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[Ag+:29]

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 8113DiethanolamineHCID 24470Silver NitrateHCID 97045Benzoylacetic acid

Product 1

HCID 86633512Silver benzoylacetateYield 97.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Diethanolamine (0.33 g) was dissolved in water (5 mL), and to this was added an ether solution (20 mL) containing benzoylacetic acid (0.54 g). Next, the mixture was stirred at 15° C. while an aqueous solution (5 mL) containing silver nitrate (0.51 g) was added dropwise, and this further was stirred for 15 minutes. The pale yellow precipitate that settled was filtered off, yielding silver benzoylacetate (yield 0.79 g). FIG. 4 shows the infrared absorption spectrum (IR) of the silver benzoylacetate that was obtained. IR:1687 cm−1, 1540 cm−1.

Workup

  1. additionwas added dropwise
  2. filtrationThe pale yellow precipitate that settled was filtered off

Sources & evidence

ORD record
ord-07ffb9774b944837aeae5b227db6cada
Source dataset
uspto-grants-2010_03
Patent number
US07683195B2

Reaction notes

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