Hydrochloric Acid → 4-(4-Bromo-3-formylphenoxy)-3-hydroxybenzonitrile

HRID 1471481Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1471481
[Br:1][C:2]1[CH:20]=[CH:19][C:5]([O:6][C:7]2[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[CH:9][C:8]=2[O:15]COC)=[CH:4][C:3]=1[CH:21]1OCC[O:22]1.Cl.O>O1CCCC1>[Br:1][C:2]1[CH:20]=[CH:19][C:5]([O:6][C:7]2[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[CH:9][C:8]=2[OH:15])=[CH:4][C:3]=1[CH:21]=[O:22]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 674390784-(4-Bromo-3-(1,3-dioxolan-2-yl)phenoxy)-3-methoxymethoxybenzonitrile

Produkt 1

HCID 866364134-(4-Bromo-3-formylphenoxy)-3-hydroxybenzonitrileAusbeute 102,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 4-(4-bromo-3-(1,3-dioxolan-2-yl)phenoxy)-3-methoxymethoxybenzonitrile (32.2 g, 79.3 mmol) in tetrahydrofuran (300 mL) was added 3 M HCl (100 mL), and the mixture was refluxed for 2 h. Water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried on anhydrous sodium sulfate. The solvent was removed under reduced pressure to give 4-(4-bromo-3-formylphenoxy)-3-hydroxybenzonitrile (25.8 g, quant.).

Aufarbeitung

  1. temperaturethe mixture was refluxed for 2 h
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with brine
  4. dry with materialdried on anhydrous sodium sulfate
  5. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-632ebcd143844b74a3fcc1fc53976df2
Quelldatensatz
uspto-grants-2015_04
Patentnummer
US09012431B2

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