Pyridine → 6-[2-(2-acetoxy-4,6-dichlorophenyl)ethyl]-3,4,5,6-tetrahydro-4-hydroxy-2H-pyran-2-one

HRID 1285601Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1285601
[C:1](Cl)(=[O:3])[CH3:2].[Cl:5][C:6]1[CH:11]=[C:10]([Cl:12])[CH:9]=[C:8]([OH:13])[C:7]=1[CH2:14][CH2:15][CH:16]1[O:21][C:20](=[O:22])[CH2:19][CH:18]([OH:23])[CH2:17]1.N1C=CC=CC=1>CCOCC>[C:1]([O:13][C:8]1[CH:9]=[C:10]([Cl:12])[CH:11]=[C:6]([Cl:5])[C:7]=1[CH2:14][CH2:15][CH:16]1[O:21][C:20](=[O:22])[CH2:19][CH:18]([OH:23])[CH2:17]1)(=[O:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 135531966-{2-(2,4-Dichloro-6-hydroxyphenyl)-ethyl}-3,4,5,6-tetrahydro-4-hydroxy-2H-pyran-2-one

Produkt 1

HCID 201590396-[2-(2-acetoxy-4,6-dichlorophenyl)ethyl]-3,4,5,6-tetrahydro-4-hydroxy-2H-pyran-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

Acetyl chloride (0.08 ml, 1.05 mmole) was added dropwise to a stirred solution of 6-[2-(2,4-dichloro-6-hydroxyphenyl)ethyl]-3,4,5,6-tetrahydro-4-hydroxy-2H-pyran-2-one (300 mg, 1 mmole) and pyridine (0.09 ml, 1.05 mmole) in ether (10 ml) at 0° C. The ice bath was removed and the reaction mixture was stirred at 20° C. for 1 hour and then diluted with H2O (10 ml). The organic layer was separated and washed with 1N HCl (10 ml), H2O (2×10 ml) and brine, dried over MgSO4, filtered and evaporated to provide the title compound.

Aufarbeitung

  1. customThe ice bath was removed
  2. additiondiluted with H2O (10 ml)
  3. customThe organic layer was separated
  4. washwashed with 1N HCl (10 ml), H2O (2×10 ml) and brine
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-d49c80b974664c358f12b8b5f9cdc8b0
Quelldatensatz
uspto-grants-1986_01
Patentnummer
US04567289

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