Dichloromethane → HCID 66968119, Verbindung

HRID 70740

Reaktionsgleichung

Reaktionsgleichung von HRID 70740
[C:1]1([C:7]2[CH2:12][CH2:11][CH2:10][CH2:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[S:13]1[CH:17]=[CH:16][CH:15]=[CH:14]1.ClCCl>Br.C(O)(=O)C>[C:1]1([C:7]2([C:14]3[S:13][CH:17]=[CH:16][CH:15]=3)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

6

Edukt 3

HCID 6344DichloromethaneHCID 8030ThiopheneHCID 130431-Phenylcyclohexene

Produkt 1

HCID 66968119HCID 66968119, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 260Hydrogen BromideLösungsmittel

Versuchsvorschrift

Phenyl cyclohexene (50 mg) and thiophene (100 mg) were dissolved in 33% HBr in acetic acid (0.5 mL). The mixture was stirred at room temperature over night. Tlc indicated full conversion of the starting material. Dichloromethane (10 mL) was added. The organic phase was washed with saturated NaHCO3 (3×10 mL), dried Na2SO4 and concentrated in vacuo. The desired product was afforded after flash chromatography (eluent: dichloromethane). Yield: 39 mg. LC/MS purity (UV/MS): 100/90%, Rt 6.22 min. M+1: 243

Aufarbeitung

  1. washThe organic phase was washed with saturated NaHCO3 (3×10 mL), dried Na2SO4
  2. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-7c2b84a7b779425e99164e43cf496820
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08822548B2

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