Lithium hydroxide, monohydrate → 4-(3-tert-Butoxycarbonyl-propoxy)-3-methyl-benzoic Acid

HRID 220857

Reaktionsgleichung

Reaktionsgleichung von HRID 220857
O.[OH-].[Li+].C[O:5][C:6](=[O:25])[C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][CH2:16][C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])=[C:9]([CH3:24])[CH:8]=1>C1COCC1.O>[C:20]([O:19][C:17]([CH2:16][CH2:15][CH2:14][O:13][C:10]1[CH:11]=[CH:12][C:7]([C:6]([OH:25])=[O:5])=[CH:8][C:9]=1[CH3:24])=[O:18])([CH3:22])([CH3:23])[CH3:21]

Komponenten

5

Edukt 2

HCID 168937Lithium hydroxide, monohydrateHCID 575554224-(3-tert-Butoxycarbonyl-propoxy)-3-methyl-benzoic Acid Methyl Ester

Produkt 1

HCID 575552384-(3-tert-Butoxycarbonyl-propoxy)-3-methyl-benzoic AcidAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Lithium hydroxide monohydrate (137 mg, 3.26 mmol) was added to a solution of 4-(3-tert-butoxycarbonyl-propoxy)-3-methyl-benzoic acid methyl ester from Example E42.2 (414 mg, 1.34 mmol) in THF (10 ml) and water (5 ml). The mixture was stirred for 48 h at room temperature and concentrated in vacuo. The residue was dissolved in chloroform, acidified with 1M HCl then washed with brine, dried and concentrated in vacuo to yield the title compound (275 mg, 70%).

Aufarbeitung

  1. concentrationconcentrated in vacuo
  2. dissolutionThe residue was dissolved in chloroform
  3. washthen washed with brine
  4. customdried
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-4944d1c25b664a4c91094e9100eb9b76
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08202858B2

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