Lithium Hydroxide → 2-Isopropoxy-3-[4-(2-{4-methylsulfonyloxyphenyl}ethoxy)phenyl]propanoic acid

HRID 987340Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 987340
C[O:2][C:3](=[O:30])[CH:4]([O:26][CH:27]([CH3:29])[CH3:28])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][S:22]([CH3:25])(=[O:24])=[O:23])=[CH:17][CH:16]=2)=[CH:8][CH:7]=1.[OH-].[Li+]>O1CCCC1.O>[CH:27]([O:26][CH:4]([CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH2:14][C:15]2[CH:16]=[CH:17][C:18]([O:21][S:22]([CH3:25])(=[O:24])=[O:23])=[CH:19][CH:20]=2)=[CH:8][CH:7]=1)[C:3]([OH:30])=[O:2])([CH3:28])[CH3:29]

Komponenten

5

Edukt 2

HCID 3939Lithium HydroxideHCID 572273272-Isopropoxy-3-[4-(2-{4-methylsulfonyloxyphenyl}ethoxy)phenyl]propanoic acid methyl ester

Produkt 1

HCID 229887122-Isopropoxy-3-[4-(2-{4-methylsulfonyloxyphenyl}ethoxy)phenyl]propanoic acidAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

2-Isopropoxy-3-[4-(2-{4-methylsulfonyloxyphenyl}ethoxy)phenyl]propanoic acid methyl ester (0.1 g; 0.229 mmole) was dissolved in tetrahydrofuran(2 ml). Lithium hydroxide (0.006 g; 0.25 mmole) in water (2 ml) was added. The reaction mixture was stirred at room temperature for 8 hours. Tetrahydrofuran was evaporated. The remaining water solution was extracted with diethyl ether. The water solution was then acidified with hydorchloric acid (1%) to pH˜2 and extracted twice with ethyl acetate. The organic phases were combined and dried with magnesium sulfate. The solvent was evaporated and 0.085 g (88% yield) of 2-isopropoxy-3-[4-(2-{4-methylsulfonyloxyphenyl}ethoxy)phenyl]propanoic acid was obtained.

Aufarbeitung

  1. customTetrahydrofuran was evaporated
  2. extractionThe remaining water solution was extracted with diethyl ether
  3. extractionextracted twice with ethyl acetate
  4. dry with materialdried with magnesium sulfate
  5. customThe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-ae5fbe511fc240fa97b44b1194588fba
Quelldatensatz
uspto-grants-2003_10
Patentnummer
US06630600B1

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