تفاعل #2314082

معادلة التفاعل

benzylidene hydantoin

5-[[4-Methoxy-3-(phenylmethoxy)phenyl]methylene]-2,4-imidazolidinedione

hydrogen

→

(RS)-5-[[4-Methoxy-3-(phenylmethoxy)phenyl]methyl]-2,4-imidazolidinedione

المردود 47.0%

المذيبات

methanol

ظروف التفاعل

المعالجة

1. 1
   ترشيحAfter the theoretical uptake of hydrogen the mixture is filtered
2. 2
   workup.ADDITIONacetic acid (ca 5 mL) and then water is added until just turbid
3. 3
   ترشيحThe first crop of solid is filtered
4. 4
   workup.ADDITIONAn additional 2 L of water is added
5. 5
   أخرىto precipitate the product as crop 2
6. 6
   أخرىRecrystallization from methanol
7. 7
   أخرىgives pure product

الإجراء التجريبي

A solution of 16.20 g (0.05 mole) of the benzylidene hydantoin from Example 4 in 100 mL of methanol and 25.0 g (0.055 mole) of 20% tetramethylammonium hydroxide-in-methanol is reduced with hydrogen and Raney nickel catalyst. After the theoretical uptake of hydrogen the mixture is filtered and acetic acid (ca 5 mL) and then water is added until just turbid. The first crop of solid is filtered. This is starting material. An additional 2 L of water is added to precipitate the product as crop 2; wt 7.60 g (47% yield). Recrystallization from methanol gives pure product; mp 155°-157° C.

المصدر