Chlorotrimethylsilane → Methyl 2-(3-aminophenyl)acetate hydrochloride

HRID 15815

Reaktionsgleichung

Reaktionsgleichung von HRID 15815
[NH2:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([OH:11])=[O:10])[CH:5]=[CH:6][CH:7]=1.[Cl:12][Si](C)(C)[CH3:14]>CO>[ClH:12].[NH2:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([O:11][CH3:14])=[O:10])[CH:5]=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 6397ChlorotrimethylsilaneHCID 571807(3-Aminophenyl)acetic acid

Produkt 1

HCID 44119610Methyl 2-(3-aminophenyl)acetate hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

3-Aminophenylacetic acid (1 wt) was suspended in methanol (5 vol) under nitrogen at 20° C. Chlorotrimethylsilane (1.26 vol) was added over 60 minutes at 20° C. The reaction mixture was stirred at 20° C. for one hour, then concentrated under reduced pressure to 3 vol. Methyl-t-butyl ether (4 vol) was added and the resulting suspension was stirred at room temperature for 18 hours. The solid was collected by filtration, washing with methyl-t-butyl ether (4×1 vol). The material was dried in oven at 40° C. for 5 hours to give the title compound.

Aufarbeitung

  1. concentrationconcentrated under reduced pressure to 3 vol. Methyl-t-butyl ether (4 vol)
  2. additionwas added
  3. stirringthe resulting suspension was stirred at room temperature for 18 hours
  4. filtrationThe solid was collected by filtration
  5. washwashing with methyl-t-butyl ether (4×1 vol)
  6. customThe material was dried in oven at 40° C. for 5 hours

Quellen und Nachweise

ORD-Eintrag
ord-4e29d29479dd4036a2642dc99786f17a
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07732600B2

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