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Hydrochloric Acid → HCID 67285452, Verbindung

HRID 1943535
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1943535
[C:1](Cl)(=[O:4])[CH:2]=[CH2:3].[OH:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]3[CH:24]=[CH:23][C:22]([OH:25])=[CH:21][CH:20]=3)[CH:14]=2)=[CH:9][CH:8]=1.C(N([CH2:31][CH3:32])CC)C.Cl.[OH-:34].[Na+].Cl[CH2:37]Cl>C(C1C(O)=C(C(C)(C)C)C=C(C)C=1)(C)(C)C.O>[C:37]([O:6][C:7]1[CH:8]=[CH:9][C:10]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]3[CH:24]=[CH:23][C:22]([O:25][C:1](=[O:4])[CH:2]=[CH2:3])=[CH:21][CH:20]=3)[CH:14]=2)=[CH:11][CH:12]=1)(=[O:34])[CH:31]=[CH2:32]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

9

Edukt 6

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 8471TriethylamineHCID 13140Acryloyl chlorideHCID 14798Sodium HydroxideHCID 667696[1,1':3',1''-Terphenyl]-4,4''-diol

Produkt 1

HCID 67285452
HCID 67285452, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 314042,6-Di-tert-butyl-4-methylphenolKatalysatorHCID 962WaterLösungsmittel2×

Versuchsvorschrift

Acryloyl chloride (8.97 g, 99.1 mmol) was added dropwise to a mixture of dichloromethane (100 mL), the compound (T-8) (10.0 g, 38.1 mmol), triethylamine (10.0 g, 99.1 mmol) and 2,6-di-tert-butyl-p-cresol (8.4 mg, 0.0381 mmol) in an ice bath under an atmosphere of nitrogen, and then the mixture was warmed slowly to room temperature. The stirring was continued at room temperature for 16 hours, and the reaction mixture was poured into water. The organic layer was wished with 1M-hydrochloric acid, aqueous 1M-sodium hydroxide solution and water. After the organic layer had been dried over anhydrous magnesium sulfate, the organic solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (eluent: toluene), and then by recrystallization from a mixed solvent of ethanol and ethyl acetate to give colorless crystals (4.73 g) of 4,4″-bis(acryloyloxy)-(1,1′:3′,1″)-terphenyl (1-2-33).

Aufarbeitung

  1. dry with materialAfter the organic layer had been dried over anhydrous magnesium sulfate
  2. distillationthe organic solvent was distilled off under reduced pressure
  3. customThe residue was purified by silica gel chromatography (eluent: toluene)
  4. customby recrystallization from a mixed solvent of ethanol and ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-26b8c37b5a0c4d6a9718589da929de37
Quelldatensatz
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08394468B2

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