Bicarbonate Ion → (2-Amino-4-hydroxy-5-methoxy-phenyl)-(4-isopropyl-phenyl)-methanone

HRID 1046394

Reaktionsgleichung

Reaktionsgleichung von HRID 1046394
[NH2:1][C:2]1[CH:7]=[C:6]([O:8]C)[C:5]([O:10][CH3:11])=[CH:4][C:3]=1[C:12]([C:14]1[CH:19]=[CH:18][C:17]([CH:20]([CH3:22])[CH3:21])=[CH:16][CH:15]=1)=[O:13].C([S-])C.[Na+].CN(C=O)C.C(=O)(O)[O-]>O>[NH2:1][C:2]1[CH:7]=[C:6]([OH:8])[C:5]([O:10][CH3:11])=[CH:4][C:3]=1[C:12]([C:14]1[CH:19]=[CH:18][C:17]([CH:20]([CH3:22])[CH3:21])=[CH:16][CH:15]=1)=[O:13]

Komponenten

6

Edukt 4

HCID 769Bicarbonate IonHCID 6228DimethylformamideHCID 4459711Sodium ethanethiolateHCID 59259172(2-Amino-4,5-dimethoxy-phenyl)-(4-isopropyl-phenyl)-methanone

Produkt 1

HCID 59259050(2-Amino-4-hydroxy-5-methoxy-phenyl)-(4-isopropyl-phenyl)-methanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 1.34 g (4.48 mmol) (2-amino-4,5-dimethoxy-phenyl)-(4-isopropyl-phenyl)-methanone, 1.88 g sodium ethanethiolate and 10 ml DMF are heated for 5 h to 110° C. Saturated aqueous bicarbonate solution (10 ml) and 100 ml water are added. The product is extracted with CH2Cl2 and chromatographed on silica (hexane/ethyl acetate).

Aufarbeitung

  1. temperatureare heated for 5 h to 110° C
  2. extractionThe product is extracted with CH2Cl2
  3. customchromatographed on silica (hexane/ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-a3af2a98908d4032913ad8256a402946
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08569317B2

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