Water → 1-(3-Bromophenyl)-3-heptyl-1-methylurea

HRID 1808300

Reaktionsgleichung

Reaktionsgleichung von HRID 1808300
[CH2:1]([N:8]=[C:9]=[O:10])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[Br:11][C:12]1[CH:13]=[C:14](CN)[CH:15]=[CH:16][CH:17]=1.[CH2:20]([N:22](CC)CC)C.O>O1CCCC1>[Br:11][C:12]1[CH:13]=[C:14]([N:22]([CH3:20])[C:9]([NH:8][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7])=[O:10])[CH:15]=[CH:16][CH:17]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 8471TriethylamineHCID 138341n-Heptyl isocyanateHCID 457587Benzenemethanamine, 3-bromo-

Produkt 1

HCID 116168371-(3-Bromophenyl)-3-heptyl-1-methylureaAusbeute 77 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

3.2 ml (20 mmol) of heptyl isocyanate are added to a solution of 2.5 g (13 mmol) of (3-bromophenyl)methyl-amine, thus prepared, in 10 ml of tetrahydrofuran in the presence of 2 ml of triethylamine. The reaction mixture is stirred at ambient temperature for 12 hours. The reaction is halted by the addition of 2 ml of water and then extracted with ethyl acetate. The organic phases are combined and dried over sodium sulphate. The solvents are evaporated and then the residue is purified by chromatography on a column of silica eluted with a heptane/ethyl acetate 70/30 mixture. 3.4 g (77%) of 1-(3-bromophenyl)-3-heptyl-1-methylurea are obtained in the solid form.

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. dry with materialdried over sodium sulphate
  3. customThe solvents are evaporated
  4. customthe residue is purified by chromatography on a column of silica
  5. washeluted with a heptane/ethyl acetate 70/30 mixture

Quellen und Nachweise

ORD-Eintrag
ord-c5061c1d69ba4062942aad5a37dbd001
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08357819B2

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