Potassium Hydroxide → 2-(3-Chloro-5-methylphenyl)acetic acid

反応式

[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]#N)[CH:5]=[C:6]([CH3:8])[CH:7]=1.[OH-:12].[K+].[OH2:14].CC(O)C>>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([OH:14])=[O:12])[CH:5]=[C:6]([CH3:8])[CH:7]=1

参加物

反応物 3

HCID 14797Potassium Hydroxide

HCID 21889133Propan-2-ol--water (1/1)

HCID 226001322-(3-Chloro-5-methylphenyl)acetonitrile

生成物 1

HCID 226000812-(3-Chloro-5-methylphenyl)acetic acid収率 70%

反応条件

温度: 120 °C

実験手順

A mixture 3-chloro-5-methylphenylacetonitrile (13.3 g; from step (ii) above) and KOH (17 g; 0.3 mol) in 150 mL of water:i-PrOH (2:1) was heated while stirring in an autoclave at 120° C. overnight and then at room temperature for 2 days. The i-PrOH was evaporated and the remainder was acidified (6M HCl) to pH 2 and extracted 3 times with ether. The combined organic layers were washed twice with water, dried (Na2SO4), and evaporated to yield the sub-title compound (10.4 g; 70%).