Reaktion #706791

Reaktionsgleichung

3-(3-fluoro-4-methoxy-phenylsulfanyl)-3-methyl-butyric acid

Compound 201

3-(3-fluoro-4-methoxy-phenylsulfanyl)-3-methyl-butyric acid

oxalyl chloride

→

clear yellow oil

Ausbeute 88.2%

3-(3-fluoro-4-methoxy-phenysulfanyl)-3-methyl-butyroyl chloride

Ausbeute 88.2%

Lösungsmittel

benzene

benzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenthe solution was washed with ice cold 5% aqueous NaOH (CAUTION
2. 2
   TrocknenThe solution was dried (Na2SO4)
3. 3
   Einengenconcentrated under reduced pressure

Vorschrift

To a solution of 3-(3-fluoro-4-methoxy-phenylsulfanyl)-3-methyl-butyric acid (Compound 201, 3.00 g, 11.6 mmol) in 40 mL of benzene at room temperature was added a solution of oxalyl chloride (2.21 g, 17.4 mmol) in 5 mL of benzene over 30 minutes. After 3 hours, the solution was washed with ice cold 5% aqueous NaOH (CAUTION: a large volume of gas is released during this procedure), followed by ice cold H2O, and finally saturated aqueous NaCl. The solution was dried (Na2SO4) and concentrated under reduced pressure to give 2.83 g of a clear yellow oil. This material was used without further purification in the next step. 1H NMR (300 MHz, CDCl3)δ: 7.27 (2H, m), 6.96 (1H, t, J=8.4 Hz), 3.93 (3H, s), 3.13 (2H, s), 1.42 (6H, s).

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