Potassium Carbonate → Methyl 4-[(3E)-2-[2-(4-cyanophenyl)ethyl]-4-{2-[(5,5,5-trifluoropentyl)oxy]phenyl}but-3-en-1-yl]benzoate

HRID 1913778

Reaktionsgleichung

Reaktionsgleichung von HRID 1913778
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][CH:11](/[CH:23]=[CH:24]/[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[OH:31])[CH2:12][C:13]2[CH:22]=[CH:21][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:15][CH:14]=2)=[CH:5][CH:4]=1)#[N:2].C(=O)([O-])[O-].[K+].[K+].[F:38][C:39]([F:46])([F:45])[CH2:40][CH2:41][CH2:42][CH2:43]Br>C(#N)C>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][CH:11](/[CH:23]=[CH:24]/[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[O:31][CH2:43][CH2:42][CH2:41][CH2:40][C:39]([F:46])([F:45])[F:38])[CH2:12][C:13]2[CH:14]=[CH:15][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:21][CH:22]=2)=[CH:5][CH:4]=1)#[N:2]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 5803495-Bromo-1,1,1-trifluoropentaneHCID 57831366HCID 57831366, Verbindung

Produkt 1

HCID 59180484Methyl 4-[(3E)-2-[2-(4-cyanophenyl)ethyl]-4-{2-[(5,5,5-trifluoropentyl)oxy]phenyl}but-3-en-1-yl]benzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A solution of 200 mg (0.486 mmol) of methyl 4-[(3E)-2-[2-(4-cyanophenyl)ethyl]-4-(2-hydroxyphenyl)but-3-en-1-yl]benzoate in 10 ml of acetonitrile is mixed with 101 mg (0.73 mmol) of potassium carbonate and 149 mg (0.73 mmol) of 1,1,1-trifluoro-5-bromopentane [CAS Reg. No. 54932-74-00] and stirred under reflux for 12 h. After conversion is complete, the salts are filtered off and the mother liquor is evaporated. 205 mg (0.28 mmol, 79% of theory) of the title compound are obtained.

Aufarbeitung

  1. temperatureunder reflux for 12 h
  2. filtrationthe salts are filtered off
  3. customthe mother liquor is evaporated

Quellen und Nachweise

ORD-Eintrag
ord-e3c6348d3595486fabed2d4bb863b341
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08609727B2

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