Potassium Carbonate → Methyl 3-(cyclopropylmethoxy)-4-nitrobenzoate

HRID 2172582Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2172582
[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[C:6]([OH:13])[CH:5]=1.C([O-])([O-])=O.[K+].[K+].[CH:21]1([CH2:24]Br)[CH2:23][CH2:22]1>CN(C=O)C.O>[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[C:6]([O:13][CH2:24][CH:21]2[CH2:23][CH2:22]2)[CH:5]=1

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 81503BromomethylcyclopropaneHCID 294866Methyl 3-hydroxy-4-nitrobenzoate

Produkt 1

HCID 59443763Methyl 3-(cyclopropylmethoxy)-4-nitrobenzoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

3-Hydroxy-4-nitro-benzoic acid methyl ester (10.5 g) was dissolved in dry DMF (150 ml) under N2 atmosphere. K2CO3 (24.3 g), KI (2.6 g) and cyclopropylmethylbromide (10.3 ml) were added and the mixture was stirred at 50° C. for 6 hours. The reaction mixture was diluted with water (300 ml) and extracted with Et2O (2×200 ml); the combined organic layers were dried over Na2SO4 and the solvent was removed by evaporation to yield 12.7 g of the desired intermediate.

Aufarbeitung

  1. extractionextracted with Et2O (2×200 ml)
  2. dry with materialthe combined organic layers were dried over Na2SO4
  3. customthe solvent was removed by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-16eced57828b4f898202ede9b354dd35
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09056176B2

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