Thionyl Chloride → 4-(4-Benzyloxy-3-chloromethylphenoxy)-5-methyl-7-nitroindane

HRID 1766650Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1766650
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][C:16]2[C:24]([CH3:25])=[CH:23][C:22]([N+:26]([O-:28])=[O:27])=[C:21]3[C:17]=2[CH2:18][CH2:19][CH2:20]3)=[CH:11][C:10]=1[CH2:29]O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(Cl)([Cl:33])=O>C(OCC)C>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][C:16]2[C:24]([CH3:25])=[CH:23][C:22]([N+:26]([O-:28])=[O:27])=[C:21]3[C:17]=2[CH2:18][CH2:19][CH2:20]3)=[CH:11][C:10]=1[CH2:29][Cl:33])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 23031098[2-Benzyloxy-5-(5-methyl-7-nitroindan-4-yloxy)phenyl]methanol

Produkt 1

HCID 230311674-(4-Benzyloxy-3-chloromethylphenoxy)-5-methyl-7-nitroindane

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

[2-benzyloxy-5-(5-methyl-7-nitroindan-4-yloxy)phenyl]methanol (2.48 g) was dissolved in diethyl ether. After adding dropwise thionyl chloride (5 mL) under ice-cooling with stirring, the mixture was stirred at room temperature for 6 hours. The reaction mixture was evaporated under reduced pressure to dryness. After adding water (10 mL), the residue was extracted with diethyl ether. The organic layer was washed with brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure to give the title compound (2.04 g).

Aufarbeitung

  1. temperaturecooling
  2. stirringthe mixture was stirred at room temperature for 6 hours
  3. customThe reaction mixture was evaporated under reduced pressure to dryness
  4. additionAfter adding water (10 mL)
  5. extractionthe residue was extracted with diethyl ether
  6. washThe organic layer was washed with brine
  7. dry with materialdried over anhydrous magnesium sulfate
  8. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-0580df68c11b4842a5f286b946988595
Quelldatensatz
uspto-grants-2007_06
Patentnummer
US07230031B2

Notizen zur Reaktion

Wird geladen…