Methanol → [[3'-Fluoro-4'-[(1-methylethyl)sulfonyl]-5-(trifluoromethyl)[1,1'-biphenyl]-2-yl]oxy]acetic acid

HRID 16080Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 16080
[F:1][C:2]1[CH:3]=[C:4]([C:14]2[CH:19]=[C:18]([C:20]([F:23])([F:22])[F:21])[CH:17]=[CH:16][C:15]=2[O:24][CH2:25][C:26]([O:28]C)=[O:27])[CH:5]=[CH:6][C:7]=1[S:8]([CH:11]([CH3:13])[CH3:12])(=[O:10])=[O:9].C1COCC1.CO>[OH-].[Na+]>[F:1][C:2]1[CH:3]=[C:4]([C:14]2[CH:19]=[C:18]([C:20]([F:23])([F:22])[F:21])[CH:17]=[CH:16][C:15]=2[O:24][CH2:25][C:26]([OH:28])=[O:27])[CH:5]=[CH:6][C:7]=1[S:8]([CH:11]([CH3:13])[CH3:12])(=[O:10])=[O:9]

Komponenten

5

Edukt 3

HCID 887MethanolHCID 8028TetrahydrofuranHCID 91026486Methyl [[3'-fluoro-4'-[(1-methylethyl)sulfonyl]-5-(trifluoromethyl)[1,1'-biphenyl]-2-yl]oxy]acetate

Produkt 1

HCID 11704460[[3'-Fluoro-4'-[(1-methylethyl)sulfonyl]-5-(trifluoromethyl)[1,1'-biphenyl]-2-yl]oxy]acetic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

A solution of the product from step e) (140 mg) in NaOH (0.35 ml, 1 M), THF (2 ml) and MeOH (1 ml) was stirred for 2 h. The solvent was removed in vacuo and the residue was washed with ether, acidified (2M HCl) and extracted with DCM (thrice). The organic extracts were dried (MgSO4), evaporated and crystallised from isohexane-DCM to give the title compound (105 mg). M.p. 170-1° C.

Aufarbeitung

  1. customThe solvent was removed in vacuo
  2. washthe residue was washed with ether
  3. extractionextracted with DCM (thrice)
  4. dry with materialThe organic extracts were dried (MgSO4)
  5. customevaporated
  6. customcrystallised from isohexane-DCM

Quellen und Nachweise

ORD-Eintrag
ord-1337c7f227634bcd8df85a5cdcb4d3ad
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07737135B2

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