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

HRID 1422849Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1422849
[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-b264c3878bbd4c318c715a244ce26e27
Quelldatensatz
uspto-grants-2015_01
Patentnummer
US08927548B2

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