Reaction #1144431

Reaction equation

dimethylformamide

1-[(2-hydroxyethoxy)methyl]-6-penylthiothymine

benzyl bromide

ethyldiisopropylamine

→

target compound

Yield 30.0%

1-[(2-hydroxyethoxy)methyl]-3-benzyl-6-phenylthiothymine

Yield 30.0%

Conditions

Workup

1. 1
   Otherto react for 5 days at room temperature under nitrogen atmosphere
2. 2
   ConcentrationThe reaction mixture was concentrated under reduced pressure
3. 3
   Washeluted with 1% methano/chloroform

Procedure

To 2 ml of dimethylformamide 0.62 g (2.0 mmol) of 1-[(2-hydroxyethoxy)methyl]-6-penylthiothymine, 0.26 ml (2.2 mmol) of benzyl bromide and 0.38 ml (2.2 mmol) of ethyldiisopropylamine were added and allowed to react for 5 days at room temperature under nitrogen atmosphere. The reaction mixture was concentrated under reduced pressure and the residue was adsorbed on a silica gel column and eluted with 1% methano/chloroform to obtain 0.24 g of the target compound (Yield: 30%).

Source