1,1'-Thiocarbonyldiimidazole → 5-Isothiocyanato-indan-2-ol

HRID 1881355Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1881355
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH2:7][CH:6]([OH:11])[CH2:5]2.C1N=CN([C:17](N2C=NC=C2)=[S:18])C=1>C(Cl)Cl>[N:1]([C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH2:7][CH:6]([OH:11])[CH2:5]2)=[C:17]=[S:18]

Komponenten

4

Edukt 2

HCID 802641,1'-ThiocarbonyldiimidazoleHCID 215550315-amino-2,3-dihydro-1H-inden-2-ol

Produkt 1

HCID 866197015-Isothiocyanato-indan-2-olAusbeute 69 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

5-Amino-indan-2-ol (149 mg, 1 mmol) was dissolved in CH2Cl2 (10 mL) and TCDI (thiocarbodiimidazole, 178 mg, 1 mmol) was added to the solution. The reaction mixture was stirred at room temperature for 30 min. Silica gel was added to the reaction mixture and dried. Purification of silica gel coated crude product by column chromatography (EtOAc:Hexane=3:7) afforded the title product as a white solid (132 mg).

Aufarbeitung

  1. additionSilica gel was added to the reaction mixture
  2. customdried
  3. customPurification of silica gel coated crude product by column chromatography (EtOAc:Hexane=3:7)

Quellen und Nachweise

ORD-Eintrag
ord-8573e09a03784c55aa6bd940d12e446a
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08318790B2

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