三乙胺 → Methyl 5-(2,2-difluoroethoxy)-2-nitrobenzoate

HRID 80472

反应方程式

HRID 80472 反应方程式
[F:1][CH:2]([F:5])[CH2:3][OH:4].F[C:7]1[CH:8]=[CH:9][C:10]([N+:17]([O-:19])=[O:18])=[C:11]([CH:16]=1)[C:12]([O:14][CH3:15])=[O:13].CCN(CC)CC.C(N1CCN2CCN(CC(C)C)P1N(CC(C)C)CC2)C(C)C>C1COCC1>[F:1][CH:2]([F:5])[CH2:3][O:4][C:7]1[CH:8]=[CH:9][C:10]([N+:17]([O-:19])=[O:18])=[C:11]([CH:16]=1)[C:12]([O:14][CH3:15])=[O:13]

参与物

6

反应物 4

HCID 8471三乙胺HCID 1361872,2-二氟乙醇HCID 45712432,8,9-三异丁基-2,5,8,9-四氮杂-1-磷酸双向环[3.3.3]十一烷HCID 51520492-硝基-5-氟苯甲酸甲酯

产物 1

HCID 59587324Methyl 5-(2,2-difluoroethoxy)-2-nitrobenzoate收率 92.5%

试剂、催化剂与溶剂 1

HCID 8028四氢呋喃溶剂

实验过程

8.53 g of 2,2-difluoroethanol are added to a solution of 17.31 g of methyl 5-fluoro-2-nitrobenzoate, 9.64 g of NEt3 and 32.71 g of 2,8,9-triisobutyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane in 250 ml of anhydrous THF. The mixture is stirred at AT for 30 min. The solvent is evaporated under reduced pressure. Water is added and extraction is carried out with AcOEt. The extract is washed with a 1N aqueous HCl solution, with water and then with a saturated NaCl solution. It is dried over MgSO4 and filtered, and the solvent is evaporated under reduced pressure to give 21 g of the expected product.

后处理

  1. customThe solvent is evaporated under reduced pressure
  2. additionWater is added
  3. extractionextraction
  4. washThe extract is washed with a 1N aqueous HCl solution, with water
  5. dry with materialIt is dried over MgSO4
  6. filtrationfiltered
  7. customthe solvent is evaporated under reduced pressure

来源与证据

ORD记录
ord-6a6caacef79c480cb678629b6f435790
来源数据集
uspto-grants-2014_09
专利号
US08846654B2

关联笔记

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