Triethylamine → N-([(7S)-3, 4-Dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-methyl}-2,2,2-trifluoroacetamide

HRID 657542Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 657542
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:8](=[CH:9][C:10]=1[O:11][CH3:12])[C@@H:7]([CH2:13][NH2:14])[CH2:6]2.C(N(CC)CC)C.[F:22][C:23]([F:30])([F:29])[C:24](OCC)=[O:25]>CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:8](=[CH:9][C:10]=1[O:11][CH3:12])[C@@H:7]([CH2:13][NH:14][C:24](=[O:25])[C:23]([F:30])([F:29])[F:22])[CH2:6]2

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 9794Ethyl trifluoroacetateHCID 115066164,5-Dimethoxy-1-(aminomethyl)benzocyclobutane, (S)-

Produkt 1

HCID 86628625N-([(7S)-3, 4-Dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-methyl}-2,2,2-trifluoroacetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To 2.9 g (15 mmol) of {[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}amine in 7.5 mL of methanol, at ambient temperature, there are added, all at once, 2.1 mL (15 mmol/1 eq.) of triethylamine, and then, dropwise, over 20 minutes, 2.3 mL (19 mmol/1.25 eq.) of ethyl trifluoroacetate. Stirring is carried out at ambient temperature for 2 hours, followed by evaporating to dryness. The residue is taken up in 100 mL of dichloromethane, and washing with 50 mL of 1N hydrochloric acid and then 50 mL of water and drying over magnesium sulphate are carried out. After filtration and concentration, the desired product is collected.

Aufarbeitung

  1. customby evaporating to dryness
  2. washwashing with 50 mL of 1N hydrochloric acid
  3. dry with material50 mL of water and drying over magnesium sulphate
  4. filtrationAfter filtration and concentration
  5. customthe desired product is collected

Quellen und Nachweise

ORD-Eintrag
ord-1f9e5c1d61c145b38d29b5dd563bf9c6
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08076325B2

Notizen zur Reaktion

Wird geladen…