Lithium hydroxide, monohydrate → 2-(4-(Diethoxyphosphoryl)phenyl)propanoic acid

HRID 1525228Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1525228
[CH2:1]([O:3][P:4]([C:9]1[CH:14]=[CH:13][C:12]([CH:15]([CH3:20])[C:16]([O:18]C)=[O:17])=[CH:11][CH:10]=1)([O:6][CH2:7][CH3:8])=[O:5])[CH3:2].O[Li].O>CO.O>[CH2:7]([O:6][P:4]([C:9]1[CH:10]=[CH:11][C:12]([CH:15]([CH3:20])[C:16]([OH:18])=[O:17])=[CH:13][CH:14]=1)([O:3][CH2:1][CH3:2])=[O:5])[CH3:8]

Komponenten

5

Edukt 2

HCID 168937Lithium hydroxide, monohydrateHCID 89464879Methyl 2-(4-(diethoxyphosphoryl)phenyl)propanoate

Produkt 1

HCID 177643522-(4-(Diethoxyphosphoryl)phenyl)propanoic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of compound 7-f (100 mg, 0.33 mmol) in methanol (2 mL) and water (2 mL) was treated with LiOH—H2O (14 mg, 0.33 mmol), and the resulting reaction solution was stirred at room temperature overnight. The resulting mixture was concentrated and extracted by EA. The aqueous layers was added HCl (1 M) until pH 1˜2. The mixture was extracted by EA. Combined organic layers was washed by brine, dried over Na2SO4 and concentrated to afford the title compound, 7-g, as oil (35 mg, 37%). 1H NMR (300 MHz, CDCl3) δ1.30-1.34 (m, 6H), 1.52 (d, J=7.2 Hz, 3H), 3.79 (q, J=7.2 Hz, 1H), 4.07-4.17 (m, 4H), 7.39-7.43 (m, 2H), 7.71-7.78 (m, 2H).

Aufarbeitung

  1. customthe resulting reaction solution
  2. concentrationThe resulting mixture was concentrated
  3. extractionextracted by EA
  4. additionThe aqueous layers was added HCl (1 M) until pH 1˜2
  5. extractionThe mixture was extracted by EA
  6. washCombined organic layers was washed by brine
  7. dry with materialdried over Na2SO4
  8. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-805f70b578b24a41a82a019477d822f7
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09079930B2

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