Hydrochloric Acid → Methyl 2-chloro-3-[4-(2-hydroxyethyl)phenyl]propanoate

HRID 1178564

Reaktionsgleichung

Reaktionsgleichung von HRID 1178564
N[C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][OH:10])=[CH:4][CH:3]=1.[ClH:11].N([O-])=O.[Na+].[C:16]([O:20][CH3:21])(=[O:19])[CH:17]=[CH2:18]>CC(C)=O.O.[Cu]I>[Cl:11][CH:17]([CH2:18][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][OH:10])=[CH:4][CH:3]=1)[C:16]([O:20][CH3:21])=[O:19]

Komponenten

8

Edukt 4

HCID 313Hydrochloric AcidHCID 7294Methyl AcrylateHCID 669044-Aminophenethyl alcoholHCID 23668193Sodium Nitrite

Produkt 1

HCID 86600802Methyl 2-chloro-3-[4-(2-hydroxyethyl)phenyl]propanoate

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)KatalysatorHCID 180AcetoneLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

2-(4-Aminophenyl)ethanol (11 g, 81 mmol) and 32 ml conc HCl was dissolved in acetone and cooled to 0° C. Sodium nitrite (5.6 g, 81 mmol) in 20 ml water was added dropwise. The temperature was kept under 0° C. After one hour, methyl acrylate (70 g, 808 mmol) and CuI (1.6 g, 8 mmol) were added (<0° C.). The reaction mixture was stirred at room temperature overnight.

Aufarbeitung

  1. customwas kept under 0° C

Quellen und Nachweise

ORD-Eintrag
ord-1c9e5fe183944f61a4850dedfa5753dd
Quelldatensatz
uspto-grants-2007_10
Patentnummer
US07276539B2

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