Welcome to chemicalbook!
Chinese English Japanese Germany Korea
010-86108875
Try our best to find the right business for you.
Do not miss inquiry messages Please log in to view all inquiry messages.

Welcome back!

ChemicalBook CAS DataBase List 2-HYDROXYCYCLOHEXANECARBOXYLIC ACID
609-69-8

2-HYDROXYCYCLOHEXANECARBOXYLIC ACID synthesis

8synthesis methods
Carbon dioxide

124-38-9

Cyclohexene oxide

286-20-4

2-HYDROXYCYCLOHEXANECARBOXYLIC ACID

609-69-8

2-HYDROXYCYCLOHEXANECARBOXYLIC ACID

609-69-8

In the first step, 9.8 kg (100 mol) of epoxycyclohexane was dissolved in 50 L of N-methylpyrrolidone (NMP). Under continuous stirring, 2.88 kg (120 mol) of magnesium powder was slowly added and the temperature of the reaction system was controlled between -15 °C and -5 °C. Subsequently, 19.5 kg (180 mol) of trimethylchlorosilane (TMSCl) was added dropwise while carbon dioxide gas was vented. The reaction was carried out for 10 h to ensure that the reaction was complete, keeping the temperature below 0 °C. The reaction mixture was filtered and the filtrate was slowly added to a 1 N hydrochloric acid solution. The pH of the mixture was adjusted to 3-4 and extracted with 80 L of ethyl acetate in two portions. The organic phase was washed with a half-saturated aqueous salt solution and concentrated by distillation to give 13.8 kg (95.8 mol) of 2-hydroxycyclohexanecarboxylic acid in 95.8% yield with a cis-trans isomer ratio of 2.3:7.7.

-

Yield:-

Steps:

Multi-step reaction with 2 steps
1: sodium amide; diethyl ether
2: sodium amalgam; natrium carbonate; sulfur dioxide

References:

Gardner;Perkin;Watson [Journal of the Chemical Society,1910,vol. 97,p. 1765]

2-HYDROXYCYCLOHEXANECARBOXYLIC ACID Related Search: