Triethylamine → HCID 68872277, Verbindung

HRID 2112038Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2112038
[CH2:1]([NH:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].C(N(CC)CC)C.[Br:22][CH2:23][C:24](Cl)=[O:25]>C(Cl)Cl>[CH2:8]([N:7]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])[C:24](=[O:25])[CH2:23][Br:22])[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 89602Bromoacetyl chlorideHCID 485395Benzenemethanamine, N-hexyl-

Produkt 1

HCID 68872277HCID 68872277, VerbindungAusbeute 58,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

N-hexylbenzylamine (4.2 g, 21.953 mmol) and triethylamine (3.98 ml, 28.539 mmol) were mixed in DCM (20 ml) and cooled in an ice-bath. Bromacetyl chloride (3.455 mg, 21.953 mmol) in DCM (5 ml) was added. The mixture was stirred over weekend and the temperature was allowed going up to room temperature. The mixture was washed with water mixed with 1% hydrochloric acid (water phase pH˜4-5) and brine, dried with magnesium sulphate, and evaporated. Column chromatography of the residue on silica gel using ethyl acetate/heptane (10:90, then 20:80) as eluant gave 4.0 g desired product, yield 58%.

Aufarbeitung

  1. temperaturecooled in an ice-bath
  2. customwas allowed going up to room temperature
  3. washThe mixture was washed with water
  4. additionmixed with 1% hydrochloric acid (water phase pH˜4-5) and brine
  5. dry with materialdried with magnesium sulphate
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-4a770f917d7d410eaca8f49ddbd503ae
Quelldatensatz
uspto-grants-2009_04
Patentnummer
US07521461B2

Notizen zur Reaktion

Wird geladen…