二异丙胺 → 5-氰基-2-糠醛

HRID 1654129

反应方程式

HRID 1654129 反应方程式
C(NC(C)C)(C)C.[CH2:8]([Li])[CH2:9][CH2:10][CH3:11].[O:13]1C=CC=[C:14]1[C:18]#[N:19].P([O-])(O)(O)=[O:21].[K+]>CCCCCC.O1CCCC1>[CH:8]([C:9]1[O:13][C:14]([C:18]#[N:19])=[CH:11][CH:10]=1)=[O:21]

参与物

7

反应物 4

HCID 7912二异丙胺HCID 692452-氰基呋喃HCID 516951磷酸钾HCID 178418339正丁基锂

产物 1

HCID 6421395-氰基-2-糠醛

试剂、催化剂与溶剂 2

HCID 8028四氢呋喃溶剂3 次HCID 8058正己烷溶剂

实验过程

75 ml of tetrahydrofuran and 22.6 ml of diisopropylamine were cooled to -60° C. and 100 ml of 1.6M n-butyllithium in hexane were added over 25 minutes. The mixture was stirred for 1 hour and 13.02 g of 2-furancarbonitrile in 50 ml of tetrahydrofuran were added. The mixture was stirred for 40 minutes at -70° C. and 13 ml of N-dimethylformamide in 25 ml of tetrahydrofuran were added. The mixture was stirred for 2 hours at -70° C. and then poured into an aqueous potassium dihydrogen phosphate solution and extracted with isopropyl ether. The extract was dried and the solvent was evaporated to obtain after chromatography on silica (eluent: 7/3 hexane/ethyl acetate) 3.51 g of the expected product.

后处理

  1. stirringThe mixture was stirred for 40 minutes at -70° C.
  2. stirringThe mixture was stirred for 2 hours at -70° C.
  3. extractionextracted with isopropyl ether
  4. customThe extract was dried
  5. customthe solvent was evaporated

来源与证据

ORD记录
ord-cd0f69afc8744f378e538c4e26adb6bc
来源数据集
uspto-grants-1995_04
专利号
US05405865

关联笔记

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