Tetrahydrofuran → HCID 58409925, Verbindung

HRID 1844906Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1844906
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]1[C:23]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH2:16][C:15]=2[C:14]([C:24]#[N:25])=[C:13]([N:26]2[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]2)[CH:12]=1.[H-].[Na+].C1C[O:37]CC1>>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]1[C:23]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:16](=[O:37])[C:15]=2[C:14]([C:24]#[N:25])=[C:13]([N:26]2[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]2)[CH:12]=1

Komponenten

4

Edukt 3

HCID 8028TetrahydrofuranHCID 24758Sodium hydrideHCID 58409919HCID 58409919, Verbindung

Produkt 1

HCID 58409925HCID 58409925, Verbindung

Reaktionsbedingungen

Temperatur
2.5 °C

Versuchsvorschrift

A solution of 4-(naphthalen-2-yl)-2-(piperidin-1-yl)-9H-fluorene-1-carbonitrile (400 mg) in THF was added sodium hydride (32 mg) and was stirred at 0-5° C. for less than five minutes. After completion, the reaction solvent was evaporated under vacuum and the crude solid obtained was quenched with ice water and subsequently neutralized by dilute HCL. The precipitate thus obtained was filtered and purified on a silica gel column using ethyl acetate-hexane as eluent. Light red solid; mp 182-184° C.; ESIMS 415 (M++1); IR (KBr) 2213 (CN), 1695 cm−1 (CO).

Aufarbeitung

  1. customAfter completion, the reaction solvent was evaporated under vacuum
  2. customthe crude solid obtained
  3. customwas quenched with ice water
  4. additionby dilute HCL
  5. customThe precipitate thus obtained
  6. filtrationwas filtered
  7. custompurified on a silica gel column

Quellen und Nachweise

ORD-Eintrag
ord-59d70f2d729249828aaa3d2308484666
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08946682B2

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