Methyl Ethyl Ketone → 5-Bromo-2,3-dimethyl-1H-indole

HRID 731032Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 731032
Cl.[Br:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9]N)=[CH:5][CH:4]=1.[CH3:11][C:12](=O)[CH2:13][CH3:14]>C(O)C>[Br:2][C:3]1[CH:8]=[C:7]2[C:6](=[CH:5][CH:4]=1)[NH:9][C:13]([CH3:14])=[C:12]2[CH3:11]

Komponenten

4

Edukt 2

HCID 6569Methyl Ethyl KetoneHCID 121574-Bromophenylhydrazine hydrochloride

Produkt 1

HCID 127930975-Bromo-2,3-dimethyl-1H-indole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

The desired product was prepared using a procedure similar to step 1 of example 3. Thus, 4-bromophenylhydrazine, hydrochloride (4.694 g, 21 mmol) was reacted with 2-butanone (1.442 g, 20 mmol) in ethanol (60 ml) to give the product (3.586 g, 16.002 mmol, 76%) as a tan solid, mp 135-137° C. 1H NMR (DMSO-d6) δ 2.11 (s, 3H), 2.29 (s, 3H), 7.05 (dd, J=1.8, 8.4 Hz, 1H), 7.16 (d, J=8.6 Hz, 1H), 7.49 (d, J=1.5 Hz, 1H), 10.85 (s, 1H); [ESI(−)], m/z 222/224 (M−H)−.

Quellen und Nachweise

ORD-Eintrag
ord-156c459d29414d069078500b8ad19d89
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07582773B2

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