四氢呋喃 → HCID 18615581，化合物

HRID 1069490笔记

反应方程式

HRID 1069490 反应方程式
O1CCC[CH2:2]1.[Br:6][C:7]1[CH:8]=[C:9]([CH:16]=[O:17])[C:10]2[O:14][CH2:13][O:12][C:11]=2[CH:15]=1.C[Mg]Br>C(OCCCC)CCC>[Br:6][C:7]1[CH:8]=[C:9]([CH:16]([OH:17])[CH3:2])[C:10]2[O:14][CH2:13][O:12][C:11]=2[CH:15]=1

参与物

5

反应物 3

HCID 8028四氢呋喃HCID 125140976-溴苯并[D][1,3]1,3-二氧杂环戊烯-4-甲醛HCID 178418573HCID 178418573，化合物

产物 1

HCID 18615581HCID 18615581，化合物收率 65.4%

试剂、催化剂与溶剂 1

HCID 8909二丁醚溶剂

反应条件

温度
25 °C

实验过程

To 150 mL tetrahydrofuran, was added 6-bromo-benzo[1,3]dioxole-4-carbaldehyde (15 g, 65.4 mmol). To the solution was added a solution of methyl magnesium bromide (1.0 M) in di-n butyl ether (72 mL) followed by exotherm and solid formation. The mixture was stirred at 25° C. for 2.5 hours and evaporated in vacuo to a solid. The mixture was suspended in ethyl acetate washed with 1N citric acid, brine, and dried over anhydrous magnesium sulfate. The mixture was filtered and evaporated to an oil. The oil was induced to crystallize from ethyl acetate and hexane giving a white solid which was filtered and dried in vacuo giving a solid, 10.48 g, 65.4% yield. NMR spectra and elemental analysis were consistent with the structure.

后处理

  1. customevaporated in vacuo to a solid
  2. washwashed with 1N citric acid, brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationThe mixture was filtered
  5. customevaporated to an oil
  6. customto crystallize from ethyl acetate and hexane giving a white solid which
  7. filtrationwas filtered
  8. customdried in vacuo
  9. customgiving a solid, 10.48 g, 65.4% yield

来源与证据

ORD记录
ord-637b8afbf5354629b002e3264f5e0286
来源数据集
uspto-grants-2001_06
专利号
US06252070B1

反应笔记

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