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Triethylamine → N-(1-Hydroxy-2-methylpropan-2-yl)-2-methoxybenzamide

HRID 234756
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 234756
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1[C:5]([OH:7])=O.N1C=CN=N1.OC1(C=CC=CC1)C(O)=O.[OH:27][CH2:28][C:29]([NH2:32])([CH3:31])[CH3:30].C(N(CC)CC)C>C(Cl)Cl.O>[OH:27][CH2:28][C:29]([NH:32][C:5](=[O:7])[C:4]1[CH:8]=[CH:9][CH:10]=[CH:11][C:3]=1[O:2][CH3:1])([CH3:31])[CH3:30]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 8471TriethylamineHCID 113702-Methoxybenzoic acidHCID 118072-Amino-2-methyl-1-propanolHCID 178524978HCID 178524978, Verbindung

Produkt 1

HCID 2764140N-(1-Hydroxy-2-methylpropan-2-yl)-2-methoxybenzamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962
Water
Lösungsmittel
HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

15.2 g (100 mmol) of 2-methoxy-benzoic acid are dissolved in 300 ml of methylene chloride and the solution is stirred with 14.2 g (105 mmol) of 1-hydroxy-benzoic acid triazole×1 H2O and 21.66 g (105 mmol) of N,N-dicyclohexylcarbodiimide at 0° C. The suspension thus obtained is stirred at room temperature for 0.5 hour, cooled to 0° C. again, and a solution of 9.89 g (111 mmol) of 1-hydroxy-2-methyl-2-propylamine and 12.65 g (125 mmol) of triethylamine in 300 ml of methylene chloride is added. The reaction is complete after 1 hour. The reaction mixture is washed with 1M of hydrochloric acid and saturated sodium bicarbonate solution, dried over sodium sulphate and concentrated in vacuo. The crude product is stirred with petroleum ether, filtered off with suction, subsequently rinsed with the solvent and dried under a high vacuum.

Aufarbeitung

  1. customThe suspension thus obtained
  2. temperaturecooled to 0° C. again
  3. waitThe reaction is complete after 1 hour
  4. washThe reaction mixture is washed with 1M of hydrochloric acid and saturated sodium bicarbonate solution
  5. dry with materialdried over sodium sulphate
  6. concentrationconcentrated in vacuo
  7. stirringThe crude product is stirred with petroleum ether
  8. filtrationfiltered off with suction
  9. washsubsequently rinsed with the solvent
  10. customdried under a high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-f2496074f91240a19a3ec732862e7cdd
Quelldatensatz
uspto-grants-1997_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05596006

Notizen zur Reaktion

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