3-(methylthio)-1H-indole → Indole

HRID 1833897Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1833897
CS[C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[NH:5][CH:4]=1>[Ni]>[NH:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH:3]=[CH:4]1

Komponenten

3

Edukt 1

HCID 108882523-(methylthio)-1H-indole

Produkt 1

HCID 798Indole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 935NickelKatalysator

Versuchsvorschrift

Conversion of the dimethyl acetal from part A to 3-methylthioindole was accomplished by stirring 0.50 g (2.20 mmol) of the dimethylacetal dissolved in 25 ml of ethyl ether for 2 hr. with 10 ml of 0.5 N aqueous hydrogen chloride. The ethereal layer was separated, treated with a saturated sodium bicarbonate solution, dried, filtered and evaporated to yield 0.35 g (2.14 mmol, 97%) of the oily 3-methylthioindole. This 3-methylthioindole was treated with Raney nickel as described to form indole, identified by comparison with an authentic sample.

Quellen und Nachweise

ORD-Eintrag
ord-34f486b062ae4fd395f7d23535589b68
Quelldatensatz
uspto-grants-1978_01
Patentnummer
US04067875

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