Ethanol → HCID 23710471, compound

HRID 1105720Notes

Reaction equation

HRID 1105720 reaction equation
[Cl:1][C:2]1[CH:14]=[CH:13][CH:12]=[C:11]([Cl:15])[C:3]=1[C:4]([O:6]CC(O)=O)=O.[OH-:16].[Na+:17].[CH2:18]([OH:20])[CH3:19]>>[Cl:15][C:11]1[CH:12]=[CH:13][CH:14]=[C:2]([Cl:1])[C:3]=1[C:4]([CH2:19][C:18]([O-:16])=[O:20])=[O:6].[Na+:17]

Participants

4

Reactant 3

HCID 702Ethanol2×HCID 14798Sodium HydroxideHCID 12832595HCID 12832595, compound2×

Product 1

HCID 23710471HCID 23710471, compound

Procedure

To a stirred solution of 6.0 grams (0.024 mole) of carboxymethyl 2,6-dichlorobenzoate (the compound of Example X) in 100 ml of ethanol was added a solution of 0.9 gram (0.022 mole) of sodium hydroxide in 50 ml of ethanol. The reaction mixture was stirred for 1.75 hours during which time a solid precipitate formed. The solid was collected by filtration and washed with ethanol. The filtrate was concentrated to a volume of 50 ml, and a second crop of solid was collected by filtration. The solids were combined to give 3.7 grams of sodium 2,6-dichlorobenzoylacetate; mp 241° (decomposes). The nmr and the ir spectra were consistent with the proposed structure.

Workup

  1. customformed
  2. filtrationThe solid was collected by filtration
  3. washwashed with ethanol
  4. concentrationThe filtrate was concentrated to a volume of 50 ml
  5. filtrationa second crop of solid was collected by filtration

Sources & evidence

ORD record
ord-7f6b563d1672431b93c5d5d316a6113d
Source dataset
uspto-grants-1982_01
Patent number
US04309566

Reaction notes

Loading…