乙醚 → 4-碘苯甲酸甲酯

HRID 1729

反应方程式

HRID 1729 反应方程式
[I:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1.[CH3:11]COCC.[N+](=C)=[N-]>O1CCCC1>[CH3:11][O:7][C:6](=[O:8])[C:5]1[CH:9]=[CH:10][C:2]([I:1])=[CH:3][CH:4]=1

参与物

5

反应物 3

HCID 3283乙醚HCID 9550重氮甲烷HCID 120854-碘苯甲酸

产物 1

HCID 692734-碘苯甲酸甲酯收率 99.3%

试剂、催化剂与溶剂 1

HCID 8028四氢呋喃溶剂

实验过程

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.

后处理

  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

来源与证据

ORD记录
ord-a23a2974ba3941e79b71f0f690cd1e1b
来源数据集
uspto-grants-1998_03
专利号
US05726312

关联笔记

加载中…