Diazomethane → Methyl 3-methoxy-1-benzothiophene-2-carboxylate

HRID 978090Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 978090
[OH:1][C:2]1[C:3]2[CH:14]=[CH:13][CH:12]=[CH:11][C:4]=2[S:5][C:6]=1[C:7]([O:9][CH3:10])=[O:8].[N+](=[CH2:17])=[N-]>C(Cl)Cl>[CH3:17][O:1][C:2]1[C:3]2[CH:14]=[CH:13][CH:12]=[CH:11][C:4]=2[S:5][C:6]=1[C:7]([O:9][CH3:10])=[O:8]

Komponenten

4

Edukt 2

HCID 9550Diazomethane2×HCID 83165Methyl 3-hydroxybenzo[b]thiophene-3-carboxylate

Produkt 1

HCID 88021Methyl 3-methoxy-1-benzothiophene-2-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A stirred, ice-bath cooled mixture of methyl 3-hydroxybenzo[b]thiophene-2-carboxylate (J. Org. Chem. 32, 2678 (1967) (2.1 g, 0.01 m) and dry methylene chloride (25 ml) was treated with ethereal diazomethane in portions until the yellow color of the diazomethane persists, and nitrogen was no longer evolved. Concentration in vacuo yielded methyl 3-methoxybenzo[b]-thiophene-2-carboxylate as a pale tan solid; m/z 324 (M+.). The material was used without further purification in the next step.

Aufarbeitung

  1. temperatureA stirred, ice-bath cooled
  2. concentrationConcentration in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-944b2aedf42a417992288918ecffac7c
Quelldatensatz
uspto-grants-1987_05
Patentnummer
US04663344

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