Reaction #2200614

Reaction equation

LiOH.H2O

5-chloro-1-cyanomethyl-1H-indole-2-carboxylic acid ethyl ester

→

desired product

Yield 84.0%

5-Chloro-1-cyanomethyl-1H-indole-2-carboxylic acid

Yield 84.0%

Solvents

THF H2O

Conditions

Workup

1. 1
   Concentrationpartially concentrated until precipitation of the crude product which
2. 2
   Filtrationwas filtered off
3. 3
   Washwashed with Et2O
4. 4
   Otherdried

Procedure

To a solution of 1.0 eq. of 5-chloro-1-cyanomethyl-1H-indole-2-carboxylic acid ethyl ester (CAS 126718-08-9; prepared according to Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry (1989), 28B(12), 1065-8) in a mixture of THF/H2O ((9/1) was added LiOH.H2O (1.0 eq.) and the reaction mixture stirred 6 h at RT, acidified to pH 2 and then partially concentrated until precipitation of the crude product which was filtered off and washed with Et2O and then dried to give the desired product as a light yellow solid (84%).

Source