Triethylamine → 3-Bromo-1-(3-phenyl-2,3-dihydro-1H-indol-1-yl)propan-1-one

HRID 1679278Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1679278
[Br:1][CH2:2][CH2:3][C:4](Cl)=[O:5].[C:7]1([CH:13]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[NH:15][CH2:14]2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C(N(CC)CC)C>C1C=CC=CC=1>[Br:1][CH2:2][CH2:3][C:4]([N:15]1[C:16]2[C:21](=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:13]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:14]1)=[O:5]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 84944Propanoyl chloride, 3-bromo-HCID 109323533-phenyl-2,3-dihydro-1H-indole

Produkt 1

HCID 213204593-Bromo-1-(3-phenyl-2,3-dihydro-1H-indol-1-yl)propan-1-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel2×

Reaktionsbedingungen

Temperatur
10 °C

Versuchsvorschrift

A solution of 9.1 ml of 3-bromopropionylchloride in 10 ml of dry benzene was added dropwise to a solution of 10.0 g of 3-phenylindoline and 10 ml of triethylamine in 100 ml of dry benzene cooled to 10° C. The precipitated triethylamine hydrochloride was separated by filtration, the benzene was removed from the filtrate in vacuo at room temperature and the residue recrystallized from ethanol to give 5.6 g of the desired N-(3-bromopropionyl)-3-phenylindoline having a melting point of 98°-9° C.

Aufarbeitung

  1. customThe precipitated triethylamine hydrochloride was separated by filtration
  2. customthe benzene was removed from the filtrate in vacuo at room temperature
  3. customthe residue recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-617d97bdf1564c8080e7a7371f228499
Quelldatensatz
uspto-grants-1978_03
Patentnummer
US04080330

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