Hydrochloric Acid → HCID 67170201, Verbindung

HRID 1475728Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1475728
[CH2:1]([O:3][C:4](=[O:16])[C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[C:7]([O:12][C:13](=[O:15])[CH3:14])[CH:6]=1)[CH3:2].C(=O)([O-])[O-].[K+].[K+].[CH2:23](Br)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.Cl>CN(C=O)C.C(OCC)C>[CH2:1]([O:3][C:4](=[O:16])[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[C:7]([O:12][C:13](=[O:15])[CH3:14])[CH:6]=1)[CH3:2]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 671701733-Acetoxy-4-hydroxy-benzoic acid ethyl ester

Produkt 1

HCID 67170201HCID 67170201, VerbindungAusbeute 74,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

The compound of step 1 (20 g, 89.2 mmol) was dissolved in DMF (100 ml) and cooled in an ice bath. Potassium carbonate (18.4 g, 134 mmol) and, immediately thereafter, benzyl bromide (15.2 g, 89.2 mmol) were added. This mixture was stirred for 30 min at room temperature, poured on a mixture of 2 N hydrochloric acid and diethyl ether, filtered and washed repeatedly with diethyl ether. The combined ethereal phases were washed with water, dried over sodium chloride, decanted and evaporated to dryness. The residue was purified by silica gel chromatography (HEP/EA gradient) to yield the title compound (21 g).

Aufarbeitung

  1. temperaturecooled in an ice bath
  2. filtrationfiltered
  3. washwashed repeatedly with diethyl ether
  4. washThe combined ethereal phases were washed with water
  5. dry with materialdried over sodium chloride
  6. customdecanted
  7. customevaporated to dryness
  8. customThe residue was purified by silica gel chromatography (HEP/EA gradient)

Quellen und Nachweise

ORD-Eintrag
ord-9f7ca02a77e24857b996d0aa7c315dc1
Quelldatensatz
uspto-grants-2015_04
Patentnummer
US09018383B2

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