Hydrochloric Acid → HCID 10030747, compound

HRID 1247674Notes

Reaction equation

HRID 1247674 reaction equation
C[O:2][C:3](=[O:32])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([S:12][CH2:13][CH:14]=[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[CH2:30][CH3:31].[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)=[CH:14][CH2:13][S:12][C:9]2[CH:10]=[CH:11][C:6]([O:5][CH2:4][C:3]([OH:32])=[O:2])=[C:7]([CH2:30][CH3:31])[CH:8]=2)=[CH:28][CH:27]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 10031053HCID 10031053, compound

Product 1

HCID 10030747HCID 10030747, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
5 °C

Procedure

{4-[3,3-Bis-(4-bromo-phenyl)-allylsulfanyl]-2-ethyl-phenoxy}-acetic acid methyl ester (350 mg, 0.6 mmol, example 21) was dissolved in ethanol (10 ml). 1N NaOH (3 ml, 3 mmol) was added at room temperature and the reaction mixture was stirred for 18 h at 5° C. after which it was treated with 1N HCl (15 ml) and extracted with dichloromethane (2×20 ml). The combined organic phases were dried and evaporated to give the title compound in 130 mg (68%) yield.

Workup

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

Sources & evidence

ORD record
ord-6903f2c7043c4d3d9c2afbf73f550005
Source dataset
uspto-grants-2006_10
Patent number
US07129268B2

Reaction notes

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