Hydrochloric Acid → 4-{(4E)-3-(4-Carboxybenzyl)-5-[2-({4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]benzyl}oxy)-phenyl]pent-4-en-1-yl}benzoic acid

HRID 1913801Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1913801
C(C1C=[CH:47][C:6]([CH2:7][CH:8](/[CH:21]=[CH:22]/[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[O:29][CH2:30][C:31]2[CH:36]=[CH:35][C:34]([C:37]([F:46])([C:42]([F:45])([F:44])[F:43])[C:38]([F:41])([F:40])[F:39])=[CH:33][CH:32]=2)[CH2:9][CH2:10][C:11]2[CH:20]=[CH:19][C:14]([C:15]([O:17]C)=[O:16])=[CH:13][CH:12]=2)=[CH:5][CH:4]=1)#N.[OH-:49].[K+].Cl.[CH2:52]([OH:55])[CH2:53][CH3:54]>O>[C:52]([C:53]1[CH:4]=[CH:5][C:6]([CH2:7][CH:8](/[CH:21]=[CH:22]/[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[O:29][CH2:30][C:31]2[CH:36]=[CH:35][C:34]([C:37]([F:46])([C:38]([F:41])([F:39])[F:40])[C:42]([F:45])([F:43])[F:44])=[CH:33][CH:32]=2)[CH2:9][CH2:10][C:11]2[CH:12]=[CH:13][C:14]([C:15]([OH:17])=[O:16])=[CH:19][CH:20]=2)=[CH:47][CH:54]=1)([OH:49])=[O:55]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 10311-PropanolHCID 14797Potassium HydroxideHCID 59180492Methyl 4-{(4E)-3-(4-cyanobenzyl)-5-[2-({4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]benzyl}-oxy)phenyl]pent-4-en-1-yl}benzoate

Produkt 1

HCID 162255814-{(4E)-3-(4-Carboxybenzyl)-5-[2-({4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]benzyl}oxy)-phenyl]pent-4-en-1-yl}benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

A solution of 170 mg (0.25 mmol) of methyl 4-{(4E)-3-(4-cyanobenzyl)-5-[2-({4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]benzyl}oxy)phenyl]pent-4-en-1-yl}benzoate in 3 ml of 1-propanol and 2 ml of water is mixed with 427 mg (7.6 mmol) of potassium hydroxide and stirred at 110° C. for 12 h. After cooling, the mixture is acidified with 1 M hydrochloric acid, and the crystals which have separated out are filtered off with suction, washed several times with water and dried. 135 mg (0.2 mmol, 79% of theory) of the title compound are obtained.

Aufarbeitung

  1. temperatureAfter cooling
  2. customthe crystals which have separated out
  3. filtrationare filtered off with suction
  4. washwashed several times with water
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-6e89c895220549bcb7b3c0ef16d539a6
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08609727B2

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