Dimethylformamide → 6-((S)-2-Hydroxybutoxy)isochromen-1-one

HRID 69490Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 69490
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[O:7][CH:6]=[CH:5]2.[O:13]1[C@@H:15]([CH2:16][CH3:17])[CH2:14]1.[F-].[Cs+].CN(C=O)C>O>[OH:13][C@@H:15]([CH2:16][CH3:17])[CH2:14][O:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[O:7][CH:6]=[CH:5]2

Komponenten

6

Edukt 4

HCID 6228DimethylformamideHCID 25953Cesium fluorideHCID 10898629(2S)-2-EthyloxiraneHCID 668796996-Hydroxyisochromen-1-one

Produkt 1

HCID 668791856-((S)-2-Hydroxybutoxy)isochromen-1-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
130 °C

Versuchsvorschrift

A mixture of 6-Hydroxy-isochromen-1-one (405 mg), (S)-(−)-1,2-epoxybutane (361 mg), cesium fluoride (1.1 g) and DMF (5 mL) was stirred for 4 h at 130° C. After adding water it was extracted with dichloromethane, dried over magnesium sulfate and concentrated. The residue was purified by preparative HPLC. In this way the product was obtained with molecular weight 234.25 (C13H1404); MS (ESI): 235 (M+H+).

Aufarbeitung

  1. extractionwas extracted with dichloromethane
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated
  4. customThe residue was purified by preparative HPLC
  5. customIn this way the product was obtained with molecular weight 234.25 (C13H1404)

Quellen und Nachweise

ORD-Eintrag
ord-f1bdf2c6f30a4f709d03ca79a17f77db
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08822495B2

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