Boron tribromide → 5,6-Dihydroxyisobenzofuran-1(3H)-one

HRID 1881211Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1881211
C[O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[O:12]C)[C:8](=[O:14])[O:7][CH2:6]2.B(Br)(Br)Br>ClCCl>[OH:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[OH:12])[C:8](=[O:14])[O:7][CH2:6]2

Komponenten

4

Edukt 2

HCID 25134Boron tribromideHCID 2304605,6-Dimethoxy-3H-isobenzofuran-1-one

Produkt 1

HCID 206222605,6-Dihydroxyisobenzofuran-1(3H)-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
-50 °C

Versuchsvorschrift

5,6-Dimethoxy-3H-isobenzofuran-1-one (2.91 g) was dissolved in dichloromethane (150 ml) followed by cooling to −50° C. Boron tribromide (34.9 ml, 1.0M solution in dichloromethane) was added dropwise under nitrogen atmosphere. The mixture was slowly allowed to warn overnight to room temperature and continued stirring for 3 hours. The reaction was quenched with methanol followed by evaporation to dryness. The remainder was mixed with 5% aqueous Na2SO3 (20 ml) and brine (20 ml) and filtrated.

Aufarbeitung

  1. customThe reaction was quenched with methanol
  2. customfollowed by evaporation to dryness
  3. additionThe remainder was mixed with 5% aqueous Na2SO3 (20 ml) and brine (20 ml)
  4. filtrationfiltrated

Quellen und Nachweise

ORD-Eintrag
ord-5a93610de74d4e2496bd65e1f24ce471
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08318785B2

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