Methyl chloroformate → HCID 13575671, Verbindung

HRID 465023Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 465023
[CH3:1][CH:2]1[CH2:6][C:5]2[C:7]([CH3:13])=[CH:8][CH:9]=[C:10]([NH:11][NH2:12])[C:4]=2[O:3]1.C(N(CC)C(C)C)(C)C.Cl[C:24]([O:26][CH3:27])=[O:25]>C1COCC1>[CH3:27][O:26][C:24]([NH:12][NH:11][C:10]1[C:4]2[O:3][CH:2]([CH3:1])[CH2:6][C:5]=2[C:7]([CH3:13])=[CH:8][CH:9]=1)=[O:25]

Komponenten

5

Edukt 3

HCID 6586Methyl chloroformateHCID 81531DiisopropylethylamineHCID 13575670HCID 13575670, Verbindung

Produkt 1

HCID 13575671HCID 13575671, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
-5 °C

Versuchsvorschrift

15.6 g of 1E was mixed with 150 ml of THF and 11.3 g of N,N-diisopropylethylamine. The mixture was cooled to -5° C. and 9.1 g of methyl chloroformate was added drop-by-drop to the stirred mixture, stirred at 0° C. for two hours, then poured over ice water and extracted with ether. The extract was dried (MgSO4) and the solvent was evaporated. The residue was column chromatographed on silica gel, using a 1:4:20 v:v:v mixture of tetrahydrofuran, ethyl acetate and hexane as eluent, to give 2-(2,3-dihydro-2,4-dimethylbenzofuran-7-yl)hydrazinecarboxylic acid methyl ester (1F), as a tan solid, m.p.: 90°-92° C.

Aufarbeitung

  1. extractionextracted with ether
  2. dry with materialThe extract was dried (MgSO4)
  3. customthe solvent was evaporated
  4. customchromatographed on silica gel
  5. additionv:v mixture of tetrahydrofuran, ethyl acetate and hexane as eluent

Quellen und Nachweise

ORD-Eintrag
ord-0e30df148e214556a028d39347442c01
Quelldatensatz
uspto-grants-1985_10
Patentnummer
US04550121

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