3-Methyl-3-phenylbutanal → HCID 66913545, Verbindung

HRID 2104598Notizen

Reaktionsgleichung

[CH3:1][C:2]([CH3:12])([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH2:3][CH:4]=O.[NH2:13][C:14]1[C:19]([C:20]([F:23])([F:22])[F:21])=[CH:18][CH:17]=[CH:16][C:15]=1[C:24]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=O.C(=O)(O)[O-].[Na+]>CC(O)=O>[CH3:12][C:2]([C:3]1[CH:4]=[N:13][C:14]2[C:15]([C:24]=1[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[CH:16][CH:17]=[CH:18][C:19]=2[C:20]([F:23])([F:22])[F:21])([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH3:1]

Komponenten

Reaktionsbedingungen

Temperatur: 200 °C

Versuchsvorschrift

3,3-Dimethyl-3-phenylpropionaldehyde (0.272 g, 1.67 mmol) and [2-amino-3-(trifluoromethyl)phenyl](phenyl)methanone (0.138 g, 0.52 mmol) are dissolved in AcOH (3 mL) and treated with 1:20H2SO4/AcOH solution (0.10 mL). The mixture is heated in a microwave at 175° C. for 15 min and a further 5 min at 200° C. The reaction is carefully poured into saturated aq sodium bicarbonate and extracted with ethyl acetate. The extracts are washed with saturated aq sodium bicarbonate and dried (MgSO4). The product is chromatographed eluting with 5:95 ethyl acetate:hexane. The partially purified is further purified using Prep HPLC with a gradient of 10-100% acetonitrile/water to afford the title compound (0.069 g). HRMS: calcd for C25H20F3N+H, 392.16261; found (ESI, [M+H]+), 392.1637.

Aufarbeitung

extractionextracted with ethyl acetate
washThe extracts are washed with saturated aq sodium bicarbonate
dry with materialdried (MgSO4)
customThe product is chromatographed
washeluting with 5:95 ethyl acetate
customThe partially purified
customis further purified

Quellen und Nachweise

ORD-Eintrag: ord-dd24f2da829a4b6ab0b0b2e6f5b5e74b
Quelldatensatz: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07576215B2

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