반응 #1825

반응 방정식

diazomethane

4-iodobenzoic acid

ether

→

yellow solid

수율 99.3%

Methyl-4-iodobenzoate

수율 99.3%

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   기타The excess diazomethane was subsequently consumed by addition of glacial acetic acid
2. 2
   농축the resultant solution was concentrated in vacuo
3. 3
   기타The residue thus obtained
4. 4
   기타was partitioned between ethyl acetate and saturated NaHCO3
5. 5
   기타The layers were separated
6. 6
   추출the aqueous phase was extracted with 100 ml of ethyl acetate
7. 7
   건조dried over Na2SO4
8. 8
   농축concentrated in vacuo

실험 절차

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.

출처