Methanol → 2-Chloro-3-(1-cyano-1-methylethyl)benzoic acid

HRID 1800702Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1800702
[Cl:1][C:2]1[C:11]([C:12]([C:15]#[N:16])([CH3:14])[CH3:13])=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6]C)=[O:5].CO.O.O.[OH-].[Li+]>O1CCCC1>[Cl:1][C:2]1[C:11]([C:12]([C:15]#[N:16])([CH3:14])[CH3:13])=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([OH:6])=[O:5]

Komponenten

6

Edukt 4

HCID 887MethanolHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 67312408Methyl 2-chloro-3-(1-cyano-1-methylethyl)benzoate

Produkt 1

HCID 668102752-Chloro-3-(1-cyano-1-methylethyl)benzoic acidAusbeute 91,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of methyl 2-chloro-3-(1-cyano-1-methylethyl)benzoate (1.67 g, 7.02 mmol) in tetrahydrofuran (24 mL)/methanol (8 mL)/water (8 mL) was added lithium hydroxide-monohydrate (501 mg, 11.9 mmol), and the mixture was stirred at room temperature for 2 hr. The reaction mixture was concentrated under reduced pressure, and 6N hydrochloric acid (2.8 mL) was added dropwise to the residue. The precipitate was collected by filtration, and washed with water to give the title compound (1.43 g, 91%) as a white powder.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated under reduced pressure, and 6N hydrochloric acid (2.8 mL)
  2. additionwas added dropwise to the residue
  3. filtrationThe precipitate was collected by filtration
  4. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-30f7642a9cc24c6487e1255607344a51
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08344135B2

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