Pyridine → Dimethyl 6-amino-4-bromo-terephthalate

HRID 34142

Reaktionsgleichung

Reaktionsgleichung von HRID 34142
[NH2:1][C:2]1[CH:11]=[C:10]([C:12]([O:14][CH3:15])=[O:13])[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].N1C=CC=CC=1.[Br:22]Br>ClCCl>[NH2:1][C:2]1[C:3]([C:4]([O:6][CH3:7])=[O:5])=[CH:8][CH2:9][C:10]([Br:22])([C:12]([O:14][CH3:15])=[O:13])[CH:11]=1

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 24408BromineHCID 79336Dimethyl aminoterephthalate

Produkt 1

HCID 68932527Dimethyl 6-amino-4-bromo-terephthalate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

10.5 g (50 mmol) dimethyl amino-terephthalate and 8.1 ml (100 mmol) pyridine are dissolved in 175 ml dichloromethane and at −16° C. a solution of 2.7 ml (52.5 mmol) bromine in 25 ml dichloromethane is added dropwise. It is stirred for 4 hours at 0° C. and then heated overnight to ambient temperature. The mixture is added to ice water, washed three times with water and then dried over magnesium sulphate and evaporated down. The crude product is recrystallised from ethanol.

Aufarbeitung

  1. additionis added dropwise
  2. temperatureheated overnight to ambient temperature
  3. washwashed three times with water
  4. dry with materialdried over magnesium sulphate
  5. customevaporated down
  6. customThe crude product is recrystallised from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-a137e12451464b238fb9096e7c5a5528
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07429597B2

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