反応 #1825

反応方程式

diazomethane

4-iodobenzoic acid

ether

→

yellow solid

収率 99.3%

Methyl-4-iodobenzoate

収率 99.3%

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   その他The excess diazomethane was subsequently consumed by addition of glacial acetic acid
2. 2
   濃縮the resultant solution was concentrated in vacuo
3. 3
   その他The residue thus obtained
4. 4
   その他was partitioned between ethyl acetate and saturated NaHCO3
5. 5
   その他The layers were separated
6. 6
   抽出the aqueous phase was extracted with 100 ml of ethyl acetate
7. 7
   乾燥dried over Na2SO4
8. 8
   濃縮concentrated in vacuo

実験手順

Fifty (50) mmol (12.4 g) of commercially available 4-iodobenzoic acid was dissolved in 200 ml of tetrahydrofuran and then added to an ether solution containing freshly prepared diazomethane. The excess diazomethane was subsequently consumed by addition of glacial acetic acid and the resultant solution was concentrated in vacuo. The residue thus obtained was partitioned between ethyl acetate and saturated NaHCO3. The layers were separated and the aqueous phase was extracted with 100 ml of ethyl acetate. The organic extracts were combined, dried over Na2SO4, and concentrated in vacuo, yielding 13.01 grams (99.3% yield) of a yellow solid which melted at 111° C.

出典