2-Aminophenol → 2-bromo-N-(2-hydroxyphenyl)-2-methylpropionamide

HRID 72561

Reaktionsgleichung

Reaktionsgleichung von HRID 72561
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].[Br:9][C:10]([CH3:15])([CH3:14])[C:11](Br)=[O:12].C(N(CC)CC)C>C(Cl)Cl>[Br:9][C:10]([CH3:15])([CH3:14])[C:11]([NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8])=[O:12]

Komponenten

5

Edukt 3

HCID 58012-AminophenolHCID 8471TriethylamineHCID 886852-Bromo-2-methylpropionyl bromide

Produkt 1

HCID 146849852-bromo-N-(2-hydroxyphenyl)-2-methylpropionamideAusbeute 921 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a stirred solution of 2-aminophenol (10 g, 9.2 mmol) in DCM (92 mL) at 0° C. was added 2-bromoisobutyryl bromide (11.4 mL, 9.17 mmol) followed by triethyl amine (12.7 mL, 9.2 mmol) and stirred the reaction mixture at 0° C. for 4 h. Reaction mixture was diluted with DCM 100 mL and then washed with water 100 mL dried over sodium sulfate, concentrated on rotavap to give 2-Bromo-N-(2-hydroxy-phenyl)-2-methyl-propionamide (21.8 g) brown solid which was used for next reaction without purification

Aufarbeitung

  1. customReaction mixture
  2. washwashed with water 100 mL
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated on rotavap

Quellen und Nachweise

ORD-Eintrag
ord-f70754058db14c05b3f9a06965862770
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08828951B2

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