Diethyl Ether → Methyl 4-iodobenzoate

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.

1. customThe excess diazomethane was subsequently consumed by addition of glacial acetic acid
2. concentrationthe resultant solution was concentrated in vacuo
3. customThe residue thus obtained
4. customwas partitioned between ethyl acetate and saturated NaHCO3
5. customThe layers were separated
6. extractionthe aqueous phase was extracted with 100 ml of ethyl acetate
7. dry with materialdried over Na2SO4
8. concentrationconcentrated in vacuo

ORDレコード

ord-a23a2974ba3941e79b71f0f690cd1e1b

出典データセット

uspto-grants-1998_03

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05726312