تفاعل #50181

معادلة التفاعل

4-methoxy-4-(3-methanesulfonyl-trans-prop-2-enyl)tetrahydropyran

sodium iodide

→

4-methoxy-4-(3-iodo-trans-propenyl)tetrahydropyran

المردود 97.0%

المذيبات

acetone

ظروف التفاعل

المعالجة

1. 1
   أخرىThe reaction was partitioned between ethyl acetate and brine
2. 2
   غسيلThe organic layer was washed twice with brine
3. 3
   تجفيفdried over MgSO4
4. 4
   ترشيحfiltered
5. 5
   تركيزconcentrated in vacuo

الإجراء التجريبي

To a 0° C. solution in acetone of 4-methoxy-4-(3-methanesulfonyl-trans-prop-2-enyl)tetrahydropyran (505 mg, 2.02 mmol), prepared as in step 5 was added sodium iodide (605 mg, 4.03 mmol), and the reaction was stirred for 15 min. The reaction was partitioned between ethyl acetate and brine. The organic layer was washed twice with brine, dried over MgSO4, filtered and concentrated in vacuo to provide 4-methoxy-4-(3-iodo-trans-propenyl)tetrahydropyran (550 mg, 97%) as a dark yellow oil. The iodide was of sufficient purity to use without further purification.

المصدر