Boron trifluoride etherate → 6,7-Dichloro-5-methoxybenzo[b]thiophene

HRID 652615Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 652615
[Cl:1][C:2]1[C:3]([O:13][CH3:14])=[CH:4][C:5]2[CH:9](O)[CH2:8][S:7][C:6]=2[C:11]=1[Cl:12].B(F)(F)F.CCOCC.[OH-].[Na+]>C(O)(=O)C>[Cl:1][C:2]1[C:3]([O:13][CH3:14])=[CH:4][C:5]2[CH:9]=[CH:8][S:7][C:6]=2[C:11]=1[Cl:12]

Komponenten

5

Edukt 3

HCID 8000Boron trifluoride etherateHCID 14798Sodium HydroxideHCID 132902146,7-Dichloro-2,3-dihydro-3-hydroxy-5-methoxybenzo[b]thiophene

Produkt 1

HCID 132899966,7-Dichloro-5-methoxybenzo[b]thiopheneAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A mixture of 0.7 g of 6,7-dichloro-2,3-dihydro-3-hydroxy-5-methoxybenzo[b]thiophene, 1 ml of boron trifluoride etherate and 4 ml of glacial acetic acid is heated at 100° for 5 min. Ice is added and the mixture is basified with dilute sodium hydroxide solution. The off-white solid is collected on a filter, air-dried and recrystallized from ether-hexane to give 0.65 g of 6,7-dichloro-5-methoxybenzo[b]thiophene as prisms, mp 103°-104.5°.

Aufarbeitung

  1. temperatureis heated at 100° for 5 min
  2. additionIce is added
  3. customThe off-white solid is collected on a filter
  4. customair-dried
  5. customrecrystallized from ether-hexane

Quellen und Nachweise

ORD-Eintrag
ord-d749788959204c90a4720efaf17756ec
Quelldatensatz
uspto-grants-1987_06
Patentnummer
US04672138

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