Benzyl Alcohol → HCID 69037381, Verbindung

HRID 1820761Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1820761
Cl.CN(C)CCCN=C=NCC.[OH:13][C:14]1[CH:22]=[CH:21][C:20]([S:23]([CH3:26])(=[O:25])=[O:24])=[CH:19][C:15]=1[C:16]([OH:18])=[O:17].[CH2:27](O)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>CN(C)C1C=CN=CC=1.C(#N)C>[CH2:27]([O:17][C:16](=[O:18])[C:15]1[CH:19]=[C:20]([S:23]([CH3:26])(=[O:25])=[O:24])[CH:21]=[CH:22][C:14]=1[OH:13])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Komponenten

6

Edukt 3

HCID 244Benzyl AlcoholHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 124227802-Hydroxy-5-(methylsulfonyl)benzoic acid

Produkt 1

HCID 69037381HCID 69037381, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

5 mmol of N-(3-dimethylaminopropyl)-N′-ethyl-carbodiimid-hydrochloride was slowly added to a stirred suspension of 5 mmol 2-hydroxy-5-methanesulfonyl-benzoic acid, 5 mmol of benzyl alcohol and 0.5 mmol of 4-dimethylaminopyridine in 10 ml acetonitrile. The mixture was stirred overnight at room temperature, concentrated and treated with 10 ml of water. A few drops of diluted hydrochloric acid were added to acidify the solution. The resulting solid was filtered and then purified by chromatography (SiO2; ethyl acetate/cyclohexane 3:7) to yield the title compound as a colorless solid. MS (m/e): 305.0 (M−H, 100%)

Aufarbeitung

  1. concentrationconcentrated
  2. additiontreated with 10 ml of water
  3. additionA few drops of diluted hydrochloric acid were added
  4. filtrationThe resulting solid was filtered
  5. custompurified by chromatography (SiO2; ethyl acetate/cyclohexane 3:7)

Quellen und Nachweise

ORD-Eintrag
ord-8640bc17a3ab471ca4f2e743175ecaf9
Quelldatensatz
uspto-grants-2009_10
Patentnummer
US07605163B2

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