Sodium Hydroxide → 3-chloro-4-(2-methylpropyl)Benzoic acid

HRID 2189748

Reaktionsgleichung

Reaktionsgleichung von HRID 2189748
[Cl:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[CH2:13][CH:14]([CH3:16])[CH3:15])[C:5]([O:7]CC)=[O:6].[OH-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[CH2:13][CH:14]([CH3:16])[CH3:15])[C:5]([OH:7])=[O:6]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 59316731Ethyl 3-chloro-4-(2-methylpropyl)benzoate

Produkt 1

HCID 593167203-chloro-4-(2-methylpropyl)Benzoic acidAusbeute 86,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of ethyl 3-chloro-4-(2-methylpropyl)benzoate (D17) (1.76 g, 7.33 mmol), and aqueous sodium hydroxide (2M, 3.70 mL, 7.4 mmol) in ethanol (30 mL) was heated at 40° C. for 3 h. The reaction mixture was concentrated in vacuo and the residue partitioned between ethyl acetate (100 mL) and water (100 mL), the latter acidified with 2M HCl (4 mL). The aqueous layer was extracted with ethyl acetate (100 mL) and the combined organic extracts dried (phase separator) and concentrated in vacuo to give the title compound as a white solid (1.35 g, 6.36 mmol). MS (ES): C11H1335ClO2 requires 212; found 211 (M−H+).

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe residue partitioned between ethyl acetate (100 mL) and water (100 mL)
  3. extractionThe aqueous layer was extracted with ethyl acetate (100 mL)
  4. customthe combined organic extracts dried (phase separator)
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-27fdfcaaff0a48a8be8c909b0c6adf57
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08324254B2

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