(2S,5S)-1-(4-tert-butylphenyl)-2,5-bis(4-nitrophenyl)pyrrolidine → A-1242846

HRID 2364793Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2364793
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C@H:15]([C:16]3[CH:21]=[CH:20][C:19]([N+:22]([O-])=O)=[CH:18][CH:17]=3)[CH2:14][CH2:13][C@H:12]2[C:25]2[CH:30]=[CH:29][C:28]([N+:31]([O-])=O)=[CH:27][CH:26]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]>CCCCCCC>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([N:11]2[C@H:15]([C:16]3[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][CH:17]=3)[CH2:14][CH2:13][C@H:12]2[C:25]2[CH:30]=[CH:29][C:28]([NH2:31])=[CH:27][CH:26]=2)=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Komponenten

3

Edukt 1

HCID 86649103(2S,5S)-1-(4-tert-butylphenyl)-2,5-bis(4-nitrophenyl)pyrrolidine

Produkt 1

HCID 67239053A-1242846

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8900HeptaneLösungsmittel

Versuchsvorschrift

To a 160 ml Parr stirrer hydrogenation vessel was added the product from Example 37D (2 g, 4.49 mmol), followed by 60 ml of THF, and Raney Nickel Grace 2800 (1 g, 50 wt % (dry basis)) under a stream of nitrogen. The reactor was assembled and purged with nitrogen (8×20 psig) followed by purging with hydrogen (8×30 psig). The reactor was then pressurized to 30 psig with hydrogen and agitation (700 rpm) began and continued for a total of 16 h at room temperature. The slurry was filtered by vacuum filtration using a GF/F Whatman glass fiber filter. Evaporation of the filtrate to afford a slurry followed by the addition heptane and filtration gave the crude title compound, which was dried and used directly in the next step.

Aufarbeitung

  1. dry with materialfollowed by 60 ml of THF, and Raney Nickel Grace 2800 (1 g, 50 wt % (dry basis)) under a stream of nitrogen
  2. custompurged with nitrogen (8×20 psig)
  3. customby purging with hydrogen (8×30 psig)
  4. customcontinued for a total of 16 h at room temperature
  5. filtrationThe slurry was filtered by vacuum filtration
  6. filtrationfilter
  7. customEvaporation of the filtrate
  8. customto afford a slurry

Quellen und Nachweise

ORD-Eintrag
ord-2b28a8575c294619ad52a5c5e64a82e2
Quelldatensatz
uspto-grants-2014_04
Patentnummer
US08691938B2

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