Hydrochloric Acid → HCID 22052423, compound

HRID 1831785Notes

Reaction equation

HRID 1831785 reaction equation
C[O:2][C:3](=[O:22])[C:4]1[CH:9]=[CH:8][C:7](F)=[C:6]([O:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:15]=2[Cl:21])[CH:5]=1.O.O.[OH-].[Li+].Cl.[CH3:28][S:29](C)=O>>[Cl:21][C:15]1[CH:16]=[C:17]([Cl:20])[CH:18]=[CH:19][C:14]=1[CH2:13][CH2:12][O:11][C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][C:7]=1[S:29][CH3:28])[C:3]([OH:2])=[O:22]

Participants

6

Reactant 5

HCID 313Hydrochloric AcidHCID 679Dimethyl SulfoxideHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 69652270HCID 69652270, compound

Product 1

HCID 22052423HCID 22052423, compound

Procedure

To a solution of 300 mg 3-[2-(2,4-Dichloro-phenyl)-ethoxy]-4-fluoro-benzoic acid methyl ester in 0.5 ml DMSO 70 mg NaSMe were added and stirred over night. After addition of 0.3 ml H2O and 20 mg lithium hydroxide monohydrate the solution was stirred for 5 h and then acidified with diluted HCl. The mixture was extracted with ethyl acetate, the organic layer dried over Na2SO4. Removal of the solvent yielded the acid as a yellow solid.

Workup

  1. stirringwas stirred for 5 h
  2. extractionThe mixture was extracted with ethyl acetate
  3. dry with materialthe organic layer dried over Na2SO4
  4. customRemoval of the solvent

Sources & evidence

ORD record
ord-397d2956fafc4225805009b08b762df4
Source dataset
uspto-grants-2006_06
Patent number
US07067665B2

Reaction notes

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