Dimethyl Sulfide → 4-(2-Hydroxybenzyl)phenylacetonitrile

HRID 1826631Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1826631
FC(F)(F)C(O)=O.CSC.C([O:18][C:19]1[CH:34]=[CH:33][CH:32]=[CH:31][C:20]=1[CH2:21][C:22]1[CH:27]=[CH:26][C:25]([CH2:28][C:29]#[N:30])=[CH:24][CH:23]=1)C1C=CC=CC=1>O>[OH:18][C:19]1[CH:34]=[CH:33][CH:32]=[CH:31][C:20]=1[CH2:21][C:22]1[CH:27]=[CH:26][C:25]([CH2:28][C:29]#[N:30])=[CH:24][CH:23]=1

Komponenten

5

Edukt 3

HCID 1068Dimethyl SulfideHCID 6422Trifluoroacetic acidHCID 21909295[4-(2-Benzyloxybenzyl)phenyl]acetonitrile

Produkt 1

HCID 219092754-(2-Hydroxybenzyl)phenylacetonitrileAusbeute 89 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

Trifluoroacetic acid (17 mL), water (1 mL) and dimethyl sulfide (2 mL) were added to [4-(2-benzyloxybenzyl)phenyl]-acetonitrile (0.41 g), and the mixture was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=3/1) to give [4-(2-hydroxybenzyl)phenyl]acetonitrile (0.26 g).

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=3/1)

Quellen und Nachweise

ORD-Eintrag
ord-72b55674f2a24e33ba0b885fe3037614
Quelldatensatz
uspto-grants-2006_05
Patentnummer
US07053060B2

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