Reaction #214761

Reaction equation

2-(3-benzoylthio-propionyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid dicyclohexylamine salt

ammonia

→

dicyclohexylamine

Yield 74.7%

Solvents

methanol

Conditions

Workup

1. 1
   Othercondensed to dryness under reduced pressure
2. 2
   Washthe residue is washed with ether

Procedure

1.4 g of 2-(3-benzoylthio-propionyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid dicyclohexylamine salt are dissolved in 20 ml of methanol, and 20 ml of 8 % aqueous ammonia are added thereto. The mixture is stirred at room temperature overnight in nitrogen gas atmosphere. The reaction mixture is condensed to dryness under reduced pressure, and the residue is washed with ether. 0.85 g of 2-(3-mercaptopropionyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid.dicyclohexylamine salt is thereby obtained. Yield: 74.7 % M.p. 193°-194° C.(decomp.) (This product begins to gradually decompose at 176° C.)

Source