3-(Trifluoromethyl)benzylic alcohol → HCID 66889433, Verbindung

HRID 1911254

Reaktionsgleichung

Reaktionsgleichung von HRID 1911254
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[C:7]([C:11]([O:13][CH3:14])=[O:12])[NH:8]2)=[CH:4][CH:3]=1.[F:15][C:16]([F:26])([F:25])[C:17]1[CH:18]=[C:19]([CH2:23]O)[CH:20]=[CH:21][CH:22]=1.C(C=P(CCCC)(CCCC)CCCC)#N>>[F:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[C:7]([C:11]([O:13][CH3:14])=[O:12])[N:8]2[CH2:23][C:19]2[CH:20]=[CH:21][CH:22]=[C:17]([C:16]([F:15])([F:25])[F:26])[CH:18]=2)=[CH:4][CH:3]=1

Komponenten

4

Edukt 3

HCID 676813-(Trifluoromethyl)benzylic alcoholHCID 4622928CyanomethylenetributylphosphoraneHCID 4715016methyl 6-fluoro-1H-indole-2-carboxylate

Produkt 1

HCID 66889433HCID 66889433, VerbindungAusbeute 81,7 %

Versuchsvorschrift

This compound was prepared according to a process similar to that described in step 16.1, by reacting 475 mg (2.459 mmol) of methyl 6-fluoro-1H-indole-2-carboxylate with 0.67 mL (4.918 mmol) of 3-trifluoromethylphenylmethanol in the presence of 1.18 g (4.918 mmol) of cyanomethylenetributylphosphorane (CMBP). The crude reaction product is then purified by chromatography on a column of silica in a mixture of heptane and ethyl acetate, to give 706 mg of the expected product in the form of a white solid.

Aufarbeitung

  1. customThis compound was prepared
  2. customThe crude reaction product
  3. customis then purified by chromatography on a column of silica in a mixture of heptane and ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-5e3cb0d7b8ca4a63bcbc7c9f1bfc5177
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08604050B2

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