Reaktion #435351

Reaktionsgleichung

Water

(2,2-diethoxyethyl)(o-tolyl)sulfane

→

title compound

Ausbeute 94.0%

7-Methylbenzo[b]thiophene

Ausbeute 94.0%

Lösungsmittel

chlorobenzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux for 18 h
2. 2
   Extraktionthe organic material was extracted with CH2Cl2 (2×50 mL)
3. 3
   TrocknenThe organic solution was dried (MgSO4)
4. 4
   Einengenconcentrated in vacuo

Vorschrift

To a solution of intermediate 136, (2,2-diethoxyethyl)(o-tolyl)sulfane (0.58 g, 2.41 mmol) in chlorobenzene (20 mL) was added polyphosphoric acid. The reaction mixture was stirred at reflux for 18 h. Water (100 mL) was then added and the organic material was extracted with CH2Cl2 (2×50 mL). The organic solution was dried (MgSO4) and concentrated in vacuo to afford 335 mg (94% yield) of the title compound: 1H NMR (400 MHz, CDCl3) δ: 7.68 (1H, d, J=7.8 Hz), 7.43 (1H, d, J=5.4 Hz), 7.36 (1H, d, J=5.4 Hz), 7.30 (1H, dd, J=7.8, 7.1 Hz), 7.14 (1H, d, J=7.1 Hz), 2.58 (3H, s); LCMS (M+H)+ m/z 148.

Quelle