Benzyl Alcohol → HCID 69037381, Verbindung

HRID 2251217Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2251217
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-85674d4c7285472f8242cd0b2875d8b4
Quelldatensatz
uspto-grants-2008_01
Patentnummer
US07319099B2

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