乙醇 → 虫螨腈

HRID 1657193

反应方程式

HRID 1657193 反应方程式
[H-].[Na+].[Br:3][C:4]1[C:5]([C:20]#[N:21])=[C:6]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=2)[NH:7][C:8]=1[C:9]([F:12])([F:11])[F:10].Br[CH2:23]Cl.[CH2:25]([OH:27])[CH3:26]>O1CCCC1>[Br:3][C:4]1[C:5]([C:20]#[N:21])=[C:6]([C:13]2[CH:14]=[CH:15][C:16]([Cl:19])=[CH:17][CH:18]=2)[N:7]([CH2:23][O:27][CH2:25][CH3:26])[C:8]=1[C:9]([F:12])([F:11])[F:10]

参与物

6

反应物 4

HCID 702乙醇HCID 6333溴氯甲烷HCID 24758氢化钠HCID 183559溴代吡咯腈

产物 1

HCID 91778虫螨腈收率 91.3%

试剂、催化剂与溶剂 1

HCID 8028四氢呋喃溶剂2 次

实验过程

A stirred mixture of sodium hydride (26.5 g, 1.105 mol) in tetrahydrofuran, under nitrogen, is treated slowly with a solution of 4-bromo-2-(p-chlorophenyl)-5-(trifluoromethyl)pyrrole-3-carbonitrile (1.00 g, 0.273 mol) in tetrahydrofuran at ≤60° C. When the addition is complete, the reaction mixture is treated with bromochloromethane (93.0 g, 0.718 mol), heated to 63°-65° C., treated dropwise with absolute ethanol (39.5 g, 0.859 mol) over a 5.5 hour period, stirred at 63°-65° C. for another 3 hours and concentrated in vacuo. The concentrate is dispersed in a mixture of water and methylene chloride. The aqueous phase is separated and washed with methylene chloride. The organic phases are combined and concentrated. The concentrate is dispersed in hexane, cooled to 5°-10° C. and filtered. The filtercake is washed with heptane and dried to give the title product as a white solid, 111.6 g, (91.3% yield) and 91.2% purity by HPLC analysis.

后处理

  1. additionWhen the addition
  2. temperatureheated to 63°-65° C.
  3. concentrationconcentrated in vacuo
  4. additionThe concentrate is dispersed in a mixture of water and methylene chloride
  5. customThe aqueous phase is separated
  6. washwashed with methylene chloride
  7. concentrationconcentrated
  8. additionThe concentrate is dispersed in hexane
  9. temperaturecooled to 5°-10° C.
  10. filtrationfiltered
  11. washThe filtercake is washed with heptane
  12. customdried

来源与证据

ORD记录
ord-a5e336248f944df8bcc4865c83f293de
来源数据集
uspto-grants-1993_10
专利号
US05256796

关联笔记

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