Water → 1-(1-Benzothiophen-3-yl)-2-bromoethan-1-one

HRID 362252Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 362252
[Br-:1].[Br-].[Br-].C1([N+](C)(C)C)C=CC=CC=1.C1([N+](C)(C)C)C=CC=CC=1.C1([N+](C)(C)C)C=CC=CC=1.[C:34]([C:37]1[C:38]2[CH:45]=[CH:44][CH:43]=[CH:42][C:39]=2[S:40][CH:41]=1)(=[O:36])[CH3:35].O>O1CCCC1>[Br:1][CH2:35][C:34]([C:37]1[C:38]2[CH:45]=[CH:44][CH:43]=[CH:42][C:39]=2[S:40][CH:41]=1)=[O:36]

Komponenten

5

Edukt 3

HCID 962WaterHCID 143163-AcetylbenzothiopheneHCID 17977687Phenyltrimethylammonium bromide dibromide

Produkt 1

HCID 27763411-(1-Benzothiophen-3-yl)-2-bromoethan-1-oneAusbeute 63,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

A solution of phenyltrimethylammonium tribromide (9.6 g) in tetrahydrofuran (20 ml) was added dropwise over 15 minutes at ambient temperature to a stirred solution of 3-acetylbenzo[b]thiophen (5 g) in tetrahydrofuran (50 ml), then the mixture was stirred at ambient temperature for 35 minutes. Water (100 ml) was added, and the resulting solid was collected by filtration, washed with water (2×50 ml) and dried in vacuo at ambient temperature to give 3-(2-bromoacetyl)benzo[b]thiophen as a white solid (2.4 g).

Aufarbeitung

  1. filtrationthe resulting solid was collected by filtration
  2. washwashed with water (2×50 ml)
  3. customdried in vacuo at ambient temperature

Quellen und Nachweise

ORD-Eintrag
ord-e74de6196c624e248c5ab4cf967bba06
Quelldatensatz
uspto-grants-1999_02
Patentnummer
US05869492

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