Boron tribromide → HCID 22152290, Verbindung

HRID 1111331Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1111331
[CH3:1][C:2]1([CH3:15])[C:10]2[C:5](=[CH:6][C:7]([O:13]C)=[C:8]([CH:11]=[O:12])[CH:9]=2)[CH2:4][CH2:3]1.B(Br)(Br)Br>C(Cl)Cl>[CH3:1][C:2]1([CH3:15])[C:10]2[C:5](=[CH:6][C:7]([OH:13])=[C:8]([CH:11]=[O:12])[CH:9]=2)[CH2:4][CH2:3]1

Komponenten

4

Edukt 2

HCID 25134Boron tribromideHCID 22152297HCID 22152297, Verbindung

Produkt 1

HCID 22152290HCID 22152290, VerbindungAusbeute 85,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 4.25 g (20.8 mmol) of 1,1-dimethyl-5-methoxyindan-6-carboxaldehyde in 25 ml of methylene chloride and cooled in an ice water bath was added 22 ml (22.0 mmol, 1M in methylene chloride) of boron tribromide. After stirring for 1 h, the reaction mixture was poured into 100 ml of ice water The organic phase was dried and evaporated. The residue was chromatographed on silica gel (50 g) using hexane as eluent There was obtained 3.37 g (17.7 mmol, 85%) of 1,1-dimethyl-5-hydroxyindan-6-carboxaldehyde as a white solid; mp 40°-40.5° C.

Aufarbeitung

  1. customwas dried
  2. customevaporated
  3. customThe residue was chromatographed on silica gel (50 g)

Quellen und Nachweise

ORD-Eintrag
ord-aaf92925cf1549f3a19c1dd0a9aa3679
Quelldatensatz
uspto-grants-1990_12
Patentnummer
US04980352

Notizen zur Reaktion

Wird geladen…