2-Iodoaniline → 2-(Hex-1-yn-1-yl)aniline

HRID 398992Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 398992
[CH:1]#[C:2][CH2:3][CH2:4][CH2:5][CH3:6].I[C:8]1[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=1[NH2:10]>C(N(CC)CC)C.[Cu](I)I>[C:1]([C:8]1[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=1[NH2:10])#[C:2][CH2:3][CH2:4][CH2:5][CH3:6]

Komponenten

5

Edukt 2

HCID 119952-IodoanilineHCID 127321-Hexyne

Produkt 1

HCID 107973102-(Hex-1-yn-1-yl)aniline

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 83717Copper iodideKatalysatorHCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

32 mg of copper iodide and 140 mg of bistriphenyl phosphine palladium chloride and 2.3 ml of 1-hexyne were added to a solution of 4.4 g of 2-iodo aniline in 100 ml of triethylamine and the mixture was stirred for 15 hours at ambient temperature, then evaporated to dryness. The residue was taken up in ether and the insoluble part was filtered out, washed with ether and the ethereal fractions were evaporated to dryness. The residue was chromatographed on silica (eluant:hexane-ethyl acetate (9-1)) to obtain 3.27 of the desired product.

Aufarbeitung

  1. customevaporated to dryness
  2. filtrationthe insoluble part was filtered out
  3. washwashed with ether
  4. customthe ethereal fractions were evaporated to dryness
  5. customThe residue was chromatographed on silica (eluant:hexane-ethyl acetate (9-1))

Quellen und Nachweise

ORD-Eintrag
ord-d0b856978e754253ae4b405c86b10e89
Quelldatensatz
uspto-grants-1998_10
Patentnummer
US05817674

Notizen zur Reaktion

Wird geladen…