Reaction #1158

Reaction equation

(E)-3-[5-(5-methyl-2-phenyl-4-oxazolylmethoxy)-2-benzofuranyl]-2-propen-1-ol

→

3-[5-(5-methylphenyl-4-oxazolylmethoxy)-2-benzofuranyl]propanol

Yield 93.0%

Solvents

tetrahydrofuran

Conditions

Workup

1. 1
   Otherfollowed by catalytic reduction at room temperature and under an atmospheric pressure of 1 atm
2. 2
   FiltrationAfter the catalyst was filtered off
3. 3
   Concentrationthe filtrate was concentrated

Procedure

To a solution of (E)-3-[5-(5-methyl-2-phenyl-4-oxazolylmethoxy)-2-benzofuranyl]-2-propen-1-ol (2.00 g) in tetrahydrofuran (100 ml), palladium-carbon (5%, 0.30 g) was added, followed by catalytic reduction at room temperature and under an atmospheric pressure of 1 atm. After the catalyst was filtered off, the filtrate was concentrated to yield 3-[5-(5-methylphenyl-4-oxazolylmethoxy)-2-benzofuranyl]propanol (yield 93%), which was then recrystallized from acetone-isopropyl ether to yield colorless prisms having a melting point of 101° to 102° C.

Source