Dimethylformamide → HCID 22503528, Verbindung

HRID 1006864Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1006864
[CH2:1]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]#[CH:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[C:16]1[CH:23]=[CH:22][CH:21]=[CH:20][C:17]=1[CH:18]=[O:19].C(N(CC)CC)C.CN(C)[CH:33]=[O:34]>>[CH2:1]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]#[C:14][C:16]1[CH:23]=[CH:22][C:21]([O:34][CH3:33])=[CH:20][C:17]=1[CH:18]=[O:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 811292-BromobenzaldehydeHCID 563182Hex-5-ynyloxymethyl-benzene

Produkt 1

HCID 22503528HCID 22503528, Verbindung

Versuchsvorschrift

6-Benzyloxy-1-hexyne (5.60 g) and 2-bromo-benzaldehyde (2.90 g) were reacted in dimethylformamide (30 ml), in the presence of dichloro-bis-triphenylphosphinepalladium (0.40 g), cuprous iodide (0.20 g) and triethylamine (2.5 ml) in nitrogen atmosphere at 50° C. for 6 hr. The resulting reaction solution was evaporated, and ethyl acetate and water were added to the resulting residue. The resulting organic layer was washed with water and brine, and dried over magnesium sulfate. The solvent was evaporated, and the resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane system), to give 2.60 g of the title compound as a pale yellow oil.

Aufarbeitung

  1. customThe resulting reaction solution
  2. customwas evaporated
  3. additionethyl acetate and water were added to the resulting residue
  4. washThe resulting organic layer was washed with water and brine
  5. dry with materialdried over magnesium sulfate
  6. customThe solvent was evaporated
  7. customthe resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane system)

Quellen und Nachweise

ORD-Eintrag
ord-ea649933efa84de88ef2f99d4559ae70
Quelldatensatz
uspto-grants-2004_09
Patentnummer
US06790844B2

Notizen zur Reaktion

Wird geladen…