Hydrochloric Acid → HCID 70605290, compound

HRID 2163401Notes

Reaction equation

HRID 2163401 reaction equation
C[O:2][C:3](=[O:33])/[CH:4]=[C:5](\[O:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH2:18][CH2:19][CH2:20][O:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[CH2:28][CH2:29][CH3:30])[C:12]=1[CH2:31][CH3:32])/[C:6]([O:8]C)=[O:7].[OH-].[Na+].CO.Cl>C(Cl)(Cl)Cl>[CH2:31]([C:12]1[C:13]([O:17][CH2:18][CH2:19][CH2:20][O:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[CH2:28][CH2:29][CH3:30])=[CH:14][CH:15]=[CH:16][C:11]=1[O:10]/[C:5](=[CH:4]\[C:3]([OH:33])=[O:2])/[C:6]([OH:8])=[O:7])[CH3:32]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 70605154HCID 70605154, compound

Product 1

HCID 70605290HCID 70605290, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of 42.0 parts of dimethyl 2-ethyl-3-(3-[2-propylphenoxy]propoxy)phenoxyfumaric acid and 7.36 parts of sodium hydroxide in 50% v/v aqueous methanol was refluxed for four hours. The reaction mixture was cooled, acidified with excess 2N hydrochloric acid and extracted with chloroform. Evaporation of the chloroform and trituration of the residue with 40/60 light petroleum ether gave an oily solid. This solid was dissolved in hot chloroform and addition of 40/60 light petroleum ether to the solution gave 33.8 parts of 2-ethyl-3-(3-[2-propylphenoxy]propoxy)phenoxyfumaric acid, m.pt. 104°-105°.

Workup

  1. temperatureThe reaction mixture was cooled
  2. extractionextracted with chloroform
  3. customEvaporation of the chloroform and trituration of the residue with 40/60 light petroleum ether
  4. customgave an oily solid

Sources & evidence

ORD record
ord-18ba15b352454b45ac33937779d0615a
Source dataset
uspto-grants-1979_01
Patent number
US04133889

Reaction notes

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