Formic Acid → 3-(2,2,2-trifluoro-acetyl)-2,3,4,5-tetrahydro-1H-3-benzazepine-7-carbaldehyde

HRID 33205Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 33205
[F:1][C:2]([F:19])([F:18])[C:3]([N:5]1[CH2:11][CH2:10][C:9]2[CH:12]=[CH:13][C:14]([C:16]#N)=[CH:15][C:8]=2[CH2:7][CH2:6]1)=[O:4].C(O)=[O:21]>[Al].[Ni]>[F:1][C:2]([F:19])([F:18])[C:3]([N:5]1[CH2:11][CH2:10][C:9]2[CH:12]=[CH:13][C:14]([CH:16]=[O:21])=[CH:15][C:8]=2[CH2:7][CH2:6]1)=[O:4]

Komponenten

4

Edukt 2

HCID 284Formic AcidHCID 866536353-(2,2,2-Trifluoroacetyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine-7-carbonitrile

Produkt 1

HCID 582779543-(2,2,2-trifluoro-acetyl)-2,3,4,5-tetrahydro-1H-3-benzazepine-7-carbaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6336846Nickel aluminideKatalysator

Versuchsvorschrift

3-Trifluoracetyl-7-cyano-2,3,4,5-tetrahydro-1H-3-benzazepine (20.3 g) and nickel-aluminium alloy (35.5 g) in 75% aq. formic acid (400 ml) were heated at 80° C. for 3 h. The reaction was allowed to cool, filtered and the filtrate extracted with ethyl acetate. The combined organic layers were washed with saturated sodium bicarbonate solution, dried and evaporated to give 3-trifluoracetyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7-carbaldehyde (20.0 g) as a yellow oil.

Aufarbeitung

  1. temperatureto cool
  2. filtrationfiltered
  3. extractionthe filtrate extracted with ethyl acetate
  4. washThe combined organic layers were washed with saturated sodium bicarbonate solution
  5. customdried
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-d36d0a924f1d4a71acc735d20c1b7ca8
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07429579B2

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