Methyl propiolate → HCID 86714138, Verbindung

HRID 919868

Reaktionsgleichung

Reaktionsgleichung von HRID 919868
[CH2:1]([O:3][C:4](=[O:15])[CH:5]=[C:6]([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH3:7])[CH3:2].[CH3:16][O:17][C:18](=[O:21])[C:19]#[CH:20]>CO>[CH3:16][O:17][C:18](=[O:21])[CH:19]=[CH:20][C:5](=[C:6]([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH3:7])[C:4]([O:3][CH2:1][CH3:2])=[O:15]

Komponenten

4

Edukt 2

HCID 13536Methyl propiolateHCID 94928Ethyl 3-anilinobut-2-enoate

Produkt 1

HCID 86714138HCID 86714138, VerbindungAusbeute 59,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of 3-phenylamino-but-2-enoic acid ethyl ester (7 g, 34.1 mmol) and propynoic acid methyl ester (4.6 mL, 51.2 mmol) in MeOH (114 mL) was refluxed for 48 h. The solvent was evaporated, and the crude oil was purified by silica gel chromatography (0-20% EtOAc/hexanes) to give 5.88 g of the title compound as an orange oil. MS: (+) m/z 290.27 (M+1).

Aufarbeitung

  1. temperaturewas refluxed for 48 h
  2. customThe solvent was evaporated
  3. customthe crude oil was purified by silica gel chromatography (0-20% EtOAc/hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-ab242cb9833242d9af20b9f7b5f7cb71
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09271970B2

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