Hydrochloric Acid → {4-[3,3-Bis-(4-bromo-phenyl)-2-ethoxy-allylsulfanyl]-2-methyl-phenoxy}-acetic Acid

HRID 1247678Notes

Reaction equation

HRID 1247678 reaction equation
C[O:2][C:3](=[O:34])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([S:12][CH2:13][C:14]([O:30][CH2:31][CH3:32])=[C:15]([C:23]2[CH:28]=[CH:27][C:26]([Br:29])=[CH:25][CH:24]=2)[C:16]2[CH:21]=[CH:20][C:19]([Br:22])=[CH:18][CH:17]=2)=[CH:8][C:7]=1[CH3:33].[OH-].[Na+].Cl>C(O)C>[Br:29][C:26]1[CH:25]=[CH:24][C:23]([C:15]([C:16]2[CH:21]=[CH:20][C:19]([Br:22])=[CH:18][CH:17]=2)=[C:14]([O:30][CH2:31][CH3:32])[CH2:13][S:12][C:9]2[CH:10]=[CH:11][C:6]([O:5][CH2:4][C:3]([OH:34])=[O:2])=[C:7]([CH3:33])[CH:8]=2)=[CH:28][CH:27]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 10416238{4-[3,3-Bis-(4-bromo-phenyl)-2-ethoxy-allylsulfanyl]-2-methyl-phenoxy}-acetic acid methyl ester

Product 1

HCID 10348426{4-[3,3-Bis-(4-bromo-phenyl)-2-ethoxy-allylsulfanyl]-2-methyl-phenoxy}-acetic Acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

{4-[3,3-Bis-(4-bromo-phenyl)-2-ethoxy-allylsulfanyl]-2-methyl-phenoxy}-acetic acid methyl ester (170 mg, 0.3 mmol, example 25) was dissolved in ethanol (5 ml). 1N NaOH (3 ml, 3 mmol) was added at room temperature and the reaction mixture was stirred for 30 min at room temperature, after which it was treated with 1N HCl (15 ml) and extracted with ethyl acetate (2×20 ml). The combined organic phases were dried and evaporated to give the title compound in 150 mg (90%) yield.

Workup

  1. extractionextracted with ethyl acetate (2×20 ml)
  2. customThe combined organic phases were dried
  3. customevaporated

Sources & evidence

ORD record
ord-38a66c32d58746c39c91bafc074fcc44
Source dataset
uspto-grants-2006_10
Patent number
US07129268B2

Reaction notes

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