Methanol → Methyl 3-(4-iodophenyl)propanoate

HRID 1479558

Reaktionsgleichung

Reaktionsgleichung von HRID 1479558
[I:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]([OH:12])=[O:11])=[CH:4][CH:3]=1.CO.[N+](=[CH:17][Si](C)(C)C)=[N-]>C1(C)C=CC=CC=1>[I:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][C:10]([O:12][CH3:17])=[O:11])=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 887MethanolHCID 167693TrimethylsilyldiazomethaneHCID 2332383-(4-Iodophenyl)propanoic acid

Produkt 1

HCID 554150Methyl 3-(4-iodophenyl)propanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

To a stirred solution of 3-(4-iodophenyl)propanoic acid (commercially available) in toluene and methanol (9:1, 0.2 M) 0° C. was added (diazomethyl)trimethylsilane (1 N solution in Et2O, 2 eq). After stirring at room temperature overnight the reaction mixture was concentrated under vacuum and the resulting crude residue was purified by chromatography (silica gel, 20-50% EtOAc in hexanes) to afford methyl 3-(4-iodophenyl)propanoate.

Aufarbeitung

  1. concentrationwas concentrated under vacuum
  2. customthe resulting crude residue was purified by chromatography (silica gel, 20-50% EtOAc in hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-12d6d66b56db4e6f82fc55f8c4cbb754
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09408907B2

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