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1-Butanol → 2-((2-(Trifluoromethyl)phenyl)formamido)acetic acid

HRID 64991
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 64991
[OH-:1].[Na+].[F:3][C:4]([F:15])([F:14])[C:5]1[CH:13]=[CH:12][CH:11]=[CH:10][C:6]=1[C:7](Cl)=[O:8].[CH2:16]([OH:20])[CH2:17]CC.[NH4+:21].[OH-]>NCC(O)=O.O.C(O)(C)C>[F:3][C:4]([F:15])([F:14])[C:5]1[CH:13]=[CH:12][CH:11]=[CH:10][C:6]=1[C:7]([NH:21][CH2:17][C:16]([OH:20])=[O:1])=[O:8]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

8

Edukt 4

HCID 2631-ButanolHCID 14798Sodium HydroxideHCID 14923Ammonium HydroxideHCID 675612-(Trifluoromethyl)benzoyl chloride

Produkt 1

HCID 167778182-((2-(Trifluoromethyl)phenyl)formamido)acetic acid

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 750
Glycine
Lösungsmittel
HCID 962WaterLösungsmittel2×
HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

In a 500 ml, 3-necked flask was dissolved glycine (9.03 g) in water (50 ml). The flask was cooled in an ice/methanol bath. Sodium hydroxide (12.6 g) in 30 cc of water was added. 2-Trifluoromethylbenzoyl chloride (25 g) was added at a temperature below 0° C. The bath was removed and the reaction mixture stirred for 2.5 hours at room temperature. To this was added concentrated HCl until the pH was 1. The solid was collected by filtration, washed with water and dried to give 25 g(84%), m.p. 147°-149° C. The product was a single spot by thin layer chromatography. (n-butyl alcohol:isopropyl alcohol:NH4OH; 10:4:4).

Aufarbeitung

  1. temperatureThe flask was cooled in an ice/methanol bath
  2. customThe bath was removed
  3. additionTo this was added concentrated HCl until the pH was 1
  4. filtrationThe solid was collected by filtration
  5. washwashed with water
  6. customdried
  7. customto give 25 g(84%), m.p. 147°-149° C

Quellen und Nachweise

ORD-Eintrag
ord-6c212c2210164fa8a5fe8c60c8c89f1c
Quelldatensatz
uspto-grants-1986_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04612185

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