反応 #736913

反応方程式

Metal

citrate

sodium pyruvate

Benzaldehyde

→

phenylacetylcarbinol

収率 24.4%

溶媒

ethanol

反応条件

後処理

1. 1
   ろ過The mixture was then filtered
2. 2
   洗浄yeast washed with diethyl ether
3. 3
   その他After removal of the solvent in vacuo the product
4. 4
   workup.DISTILLATIONwas purified by flash distillation (200° C./1 mm)

実験手順

9.5 ml of 0.1 M citric acid and 40.5 ml of 0.1 M tri-sodium citrate were diluted to 100 ml to give a pH 6 citrate buffer solution. (Ref.: Buffers for pH and Metal Ion Control, D. D. Perrin and B. Dempsey, Publ. John Wiley and Sons, pg 103). Petroleum spirit (40 ml), ethanol (0.5 ml), the pH 6 citrate buffer (5 ml) and sodium pyruvate (2.5 g, 23 mmol) were stirred at room temperature for 1 h. Benzaldehyde (127 mg, 1.2 mmol) and baker's yeast (5 g) were then added and the reaction stirred at 5° C. for 24 h. The mixture was then filtered and yeast washed with diethyl ether. After removal of the solvent in vacuo the product was purified by flash distillation (200° C./1 mm) to give phenylacetylcarbinol (44 mg, 24%). The GC of the product showed pure PAC (11.88 min.). Chiral GC showed a ratio of 97.5:2.5, 95% ee.

出典