Dichloromethane → HCID 71245552, Verbindung

HRID 628224Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 628224
C(O[CH:4](OCC)[CH2:5][S:6][C:7]1[C:16]([O:17][CH3:18])=[CH:15][C:14]2[C:9](=[CH:10][C:11]([O:28][CH3:29])=[C:12]([S:19][CH2:20][CH:21](OCC)OCC)[CH:13]=2)[CH:8]=1)C.ClC1C=CC=CC=1.ClCCl>CO>[CH3:29][O:28][C:11]1[C:12]2[S:19][CH:20]=[CH:21][C:13]=2[C:14]2[CH:15]=[C:16]([O:17][CH3:18])[C:7]3[S:6][CH:5]=[CH:4][C:8]=3[C:9]=2[CH:10]=1

Komponenten

5

Edukt 3

HCID 6344DichloromethaneHCID 7964ChlorobenzeneHCID 866765302,6-Bis-(2,2-diethoxy-ethylsulfanyl)-3,7-dimethoxy-naphthalene

Produkt 1

HCID 71245552HCID 71245552, VerbindungAusbeute 66 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

2,6-Bis-(2,2-diethoxy-ethylsulfanyl)-3,7-dimethoxy-naphthalene (5.0 g, 10.3 mmol) and 6.8 g of 84% polyphorphoric acid were added into a 250 mL 3-neck flask equipped with a condenser. The system was flashed with argon for 15 minutes before 50 mL of anhydrous chlorobenzene was added. The mixture was heated at 140° C. for 40 hours before it was cooled down to room temperature. Dichloromethane (100 mL) was added. The organic mixture was washed with saturated NaHCO3 before the solvent was removed under vacuum. Methanol (100 mL) was added before 5,10-dimethoxy-1,6-dithia-dicyclopenta[a,f]naphthalene (2.0 g, ˜66% yield) was collected as a white solid by filtration, washed with methanol and dried in vacuo. 1H NMR (CDCl3, 500 MHz): δ 7.97 (d, 2H, J=5.5 Hz), δ 7.62 (d, 2H, J=5.5 Hz), δ 7.51 (s, 2H), δ 4.18 (s, 6H).

Aufarbeitung

  1. customequipped with a condenser
  2. additionwas added
  3. temperaturewas cooled down to room temperature
  4. washThe organic mixture was washed with saturated NaHCO3 before the solvent
  5. customwas removed under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-ce34f9fbaba146a58df4d91ccadba8c8
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09312492B2

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