Hydrochloric Acid → 2,11-Dioxododecanedioic acid

HRID 649353Notes

Reaction equation

HRID 649353 reaction equation
[O:1]=[C:2]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16](=[O:22])[C:17]([O:19]CC)=[O:18])[C:3]([O:5]CC)=[O:4].Cl>[OH-].[K+]>[O:1]=[C:2]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16](=[O:22])[C:17]([OH:19])=[O:18])[C:3]([OH:5])=[O:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 14155510Diethyl 2,11-dioxododecanedioate

Product 1

HCID 141555112,11-Dioxododecanedioic acidYield 87.2%

Reagents, catalysts & solvents 1

HCID 14797Potassium HydroxideSolvent

Procedure

A suspension of 350 mg (1.11 mmole) of diethyl 2,11-dioxododecanedioate in 10 ml of 5% potassium hydroxide solution was stirred at room temperature for 2 hours, by which time all of the material had gone into solution. The aqueous solution was acidified with concentrated HCl, and the product was extracted with ethyl acetate. The ethyl acetate phase was washed with water, dried over sodium sulfate and filtered. Concentration of the filtrate gave 250 mg of residue, which solidified. This material was used directly in the next reaction without purification.

Workup

  1. extractionthe product was extracted with ethyl acetate
  2. washThe ethyl acetate phase was washed with water
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered

Sources & evidence

ORD record
ord-7fc2f463bee94ea1b46dde0f8b2e60ca
Source dataset
uspto-grants-1988_04
Patent number
US04739113

Reaction notes

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