7-Methylene-5-(1-phenyl-ethyl)-3b,4,5,6,6a,7-hexahydro-1-thia-5-aza-cyclopenta[alpha]pentalene → 7-Methyl-5-(1-phenyl-ethyl)-3b,4,5,6,6a,7-hexahydro-1-thia-5-aza-cyclopenta[alpha]pentalene

HRID 1013412

Reaktionsgleichung

[CH2:1]=[C:2]1[C:9]2[S:8][CH:7]=[CH:6][C:5]=2[CH:4]2[CH2:10][N:11]([CH:13]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH3:14])[CH2:12][CH:3]12>CO.[Pd]>[CH3:1][CH:2]1[C:9]2[S:8][CH:7]=[CH:6][C:5]=2[CH:4]2[CH2:10][N:11]([CH:13]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH3:14])[CH2:12][CH:3]12

Komponenten

Reaktionsbedingungen

Temperatur: 35 °C

Versuchsvorschrift

The product of step f) (226 mg, 0.80 mmol) was added to a suspension of 10% Pd/C (339 mg) in 8 mL of methanol. The reaction chamber was evacuated from air and was filled with H2 (1 atm). The reaction mixture was stirred under H2 for 12 hours at 35° C. The reaction mixture was filtered through Celite and evaporated in vacuo to give the subtitle compound as an oil (165 mg, 72.5%). MS calculated for C18H21NS +H: 284, observed: 284.

Aufarbeitung

customThe reaction chamber was evacuated from air
additionwas filled with H2 (1 atm)
filtrationThe reaction mixture was filtered through Celite
customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag: ord-9bd6b05a3dca4595be94c55efbf0c7a4
Quelldatensatz: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07981919B2

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