Hydrochloric Acid → 4-[(Phenylsulfanyl)methyl]benzoic acid

HRID 1694191

Reaktionsgleichung

Reaktionsgleichung von HRID 1694191
Br[CH2:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][CH:4]=1.[S-:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[Na+].Cl>C(O)C>[C:13]1([S:12][CH2:2][C:3]2[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][CH:4]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 225994-(Bromomethyl)benzoic acidHCID 4110039Sodium benzenethiolate

Produkt 1

HCID 8758244-[(Phenylsulfanyl)methyl]benzoic acidAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 4-(bromomethyl)benzoic acid (10 g, 46.5 mmol), sodium thiophenoxide (6.15 g, 46.5 mmol), and ethanol (100 mL) was stirred for 1.5 hours under reflux. This mixture was cooled to room temperature and acidified with 1 N hydrochloric acid. The precipitate thus produced was collected, dissolved in ethyl acetate, and washed with water. The organic layer was concentrated under a reduced pressure to obtain the title compound (10 g). The title compound was used in the following reaction without any further purification.

Aufarbeitung

  1. temperatureunder reflux
  2. customThe precipitate thus produced
  3. customwas collected
  4. dissolutiondissolved in ethyl acetate
  5. washwashed with water
  6. concentrationThe organic layer was concentrated under a reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-02557a85514a465fa7c99ded696ca056
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08158657B2

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