Potassium Hydroxide → 1,3-Dichloro-5-ethynylbenzene

HRID 24011Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 24011
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]#[C:10][Si](C)(C)C)[CH:5]=[C:6]([Cl:8])[CH:7]=1.[OH-].[K+]>CO.O>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]#[CH:10])[CH:5]=[C:6]([Cl:8])[CH:7]=1

Komponenten

5

Edukt 2

HCID 14797Potassium HydroxideHCID 22570337[2-(3,5-Dichlorophenyl)ethynyl]trimethylsilane

Produkt 1

HCID 138235471,3-Dichloro-5-ethynylbenzeneAusbeute 87,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel2×

Versuchsvorschrift

To a solution of (3,5-dichloro-phenylethynyl)-trimethyl-silane (1.97 g, 8.1 mmol) in methanol (40 mL) was added a solution of potassium hydroxide (6.8 mg, 0.12 mmol) in H2O (0.24 mL). After stirring at ambient temperature for 40 minutes, the reaction mixture was diluted with water (40 mL), and extracted with hexane until the extracting solvent showing no product by TLC. The combined organic layer was dried over MgSO4, and concentrated to give the title compound (1.21 g, 87% yield) as a white solid. 1H NMR (CDCl3) δ 7.37-7.34 (m, 3H), 3.15 (s, 1H).

Aufarbeitung

  1. extractionextracted with hexane until the extracting solvent
  2. dry with materialThe combined organic layer was dried over MgSO4
  3. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-330c0c3ee0b143eea7324012c8728a63
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06855722B2

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