Sodium Hydroxide → {9-[(3-Trifluoromethoxyphenyl)methyl]-5-carbamoylcarbazol-4-yl}oxyacetic acid

HRID 51431Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 51431
[F:1][C:2]([F:34])([F:33])[O:3][C:4]1[CH:5]=[C:6]([CH2:10][N:11]2[C:23]3[CH:22]=[CH:21][CH:20]=[C:19]([O:24][CH2:25][C:26]([O:28]C)=[O:27])[C:18]=3[C:17]3[C:12]2=[CH:13][CH:14]=[CH:15][C:16]=3[C:30](=[O:32])[NH2:31])[CH:7]=[CH:8][CH:9]=1.[OH-].[Na+]>C(O)C>[F:33][C:2]([F:1])([F:34])[O:3][C:4]1[CH:5]=[C:6]([CH2:10][N:11]2[C:23]3[CH:22]=[CH:21][CH:20]=[C:19]([O:24][CH2:25][C:26]([OH:28])=[O:27])[C:18]=3[C:17]3[C:12]2=[CH:13][CH:14]=[CH:15][C:16]=3[C:30](=[O:32])[NH2:31])[CH:7]=[CH:8][CH:9]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 86756278{9-[(3-Trifluoromethoxyphenyl)methyl]-5-carbamoylcarbazol-4-yl}oxyacetic acid, methyl ester

Produkt 1

HCID 10115333{9-[(3-Trifluoromethoxyphenyl)methyl]-5-carbamoylcarbazol-4-yl}oxyacetic acidAusbeute 41,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

A suspension of the {9-[(3-trifluoromethoxyphenyl)methyl]-5-carbamoylcarbazol-4-yl}oxyacetic acid, methyl ester (22.4 mg, 0.047 mM) and 0.065 mL (0.065 mM) of 1 N NaOH in 5 mL of ethanol was stirred for 24 hours at 25° C. The solvent was removed in vacuo and the residue suspended in EtOH. The resultant white precipitate was collected by filtration, washed with a small amount of EtOH, then dried in vacuo to afford 9 mg (41%) of the {9-[(3-trifluoromethoxyphenyl)methyl]-5-carbamoylcarbazol-4-yl}oxyacetic acid, sodium salt as a white powder. MS (ES) m/e 457, 459.

Aufarbeitung

  1. customThe solvent was removed in vacuo
  2. filtrationThe resultant white precipitate was collected by filtration
  3. washwashed with a small amount of EtOH
  4. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-15efe6597692447596a0dde14a865850
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06713645B1

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