2,4-Difluoronitrobenzene → HCID 58421532, Verbindung

HRID 406059Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 406059
[CH3:1][C:2]([O:5][C:6]([NH:8][C@@H:9]1[C@@H:13]([OH:14])[CH2:12][CH2:11][CH2:10]1)=[O:7])([CH3:4])[CH3:3].[Li+].C[Si]([N-][Si](C)(C)C)(C)C.F[C:26]1[CH:31]=[C:30]([F:32])[CH:29]=[CH:28][C:27]=1[N+:33]([O-:35])=[O:34]>C1COCC1.O>[C:2]([O:5][C:6](=[O:7])[NH:8][C@H:9]1[CH2:10][CH2:11][CH2:12][C@@H:13]1[O:14][C:26]1[CH:31]=[C:30]([F:32])[CH:29]=[CH:28][C:27]=1[N+:33]([O-:35])=[O:34])([CH3:1])([CH3:3])[CH3:4]

Komponenten

6

Edukt 3

HCID 679672,4-DifluoronitrobenzeneHCID 2733832Lithium HexamethyldisilazideHCID 10104271tert-Butyl [(1S,2S)-2-hydroxycyclopentyl]carbamate

Produkt 1

HCID 58421532HCID 58421532, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel2×

Reaktionsbedingungen

Temperatur
10 °C

Versuchsvorschrift

(1S,2S)-trans-N-boc-2-aminocyclopentanol was dissolved in 50 ml THF and cooled to 10° C. To the reaction mixture were added 32.2 ml LiHMDS 1M in THF. After 1 hour 2.72 ml 2,4-difluoronitrobenzol were added and the mixture was stirred at rt overnight. Then the mixture was poured in water and extracted with ethylacetate. The organic layer was washed with water, dried and concentrated in vacuo.

Aufarbeitung

  1. extractionextracted with ethylacetate
  2. washThe organic layer was washed with water
  3. customdried
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-12a2ae7edcfd47aeb5df371811bec19e
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08754079B2

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