Hydrochloric Acid → HCID 70605290, compound

HRID 435867Notes

Reaction equation

HRID 435867 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-e37233e550c1488fb3111799abae32ba
Source dataset
uspto-grants-1977_02
Patent number
US04006245

Reaction notes

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