Reaktion #163436

Reaktionsgleichung

product

methyl 5-cyano-2-methoxybenzoate

lithium hydroxide monohydrate

HCl

→

title compound

Ausbeute 99.1%

5-cyano-2-methoxybenzoic acid

Ausbeute 99.1%

Lösungsmittel

THF

H2O

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe mixture was extracted twice with isopropanol/CH2Cl2 (1:3)
2. 2
   Trocknendried (MgSO4)
3. 3
   Filtrationfiltered
4. 4
   Einengenconcentrated

Vorschrift

A mixture of the product from Example 26A (6.1 g, 31.9 mmol) and lithium hydroxide monohydrate (5.36 g, 128 mmol) in THF (100 mL) and H2O (50 mL) was stirred at rt for 3 hrs. The reaction pH was adjusted to 3 with 3N HCl, and the mixture was extracted twice with isopropanol/CH2Cl2 (1:3). The organics were combined, dried (MgSO4), filtered and concentrated to afford 5.6 g (99%) of the title compound. 1H NMR (500 MHz, CDCl3) δ ppm 4.15 (s, 3 H) 7.17 (d, J=8.85 Hz, 1 H) 7.86 (dd, J=8.85, 2.44 Hz, 1 H) 8.47 (d, J=2.14 Hz, 1 H).

Quelle