海萝胶 → alpha-(4-Chlorophenyl)-2-methoxy-4-nitrobenzeneacetonitrile

HRID 35550

反应方程式

HRID 35550 反应方程式
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[O:11][CH3:12].[OH-].[Na+].[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][C:23]#[N:24])=[CH:18][CH:17]=1.Cl>[Cl-].C([N+](CC)(CC)CC1C=CC=CC=1)C.O1CCCC1>[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([CH:22]([C:2]2[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=2[O:11][CH3:12])[C:23]#[N:24])=[CH:18][CH:17]=1

参与物

7

反应物 4

HCID 313海萝胶HCID 14798二甲基对苯二胺二盐酸HCID 705192-氯-5-硝基茴香醚HCID 241582对氯苯乙腈

产物 1

HCID 23035215alpha-(4-Chlorophenyl)-2-methoxy-4-nitrobenzeneacetonitrile

试剂、催化剂与溶剂 2

HCID 66133苄基三乙基氯化铵催化剂HCID 8028四氢呋喃溶剂2 次

实验过程

To a stirred mixture of 68 parts of 1-chloro-2-methoxy-4-nitrobenzene, 230 parts of a sodium hydroxide solution 50%, 5 parts of N,N,N-triethylbenzenemethanaminium chloride and 360 parts of tetrahydrofuran is added dropwise, during a 5 minutes period, a solution of 43.2 parts of 4-chlorobenzeneacetonitrile in 90 parts of tetrahydrofuran. Upon completion, stirring is continued for 4 hours at 60° C. The reaction mixture is poured into 2000 parts of crushed ice. The whole is acidified with concentrated hydrochloric acid. The layers are separated. The aqueous phase is extracted with dichloromethane. The combined extracts are dried, filtered and evaporated. The residue is crystallized from 2,2'-oxybispropane. The product is filtered off and dried, yielding α-(4-chlorophenyl)-2-methoxy-4-nitrobenzeneacetonitrile.

后处理

  1. additionis added dropwise, during a 5 minutes period
  2. additionThe reaction mixture is poured into 2000 parts of crushed ice
  3. customThe layers are separated
  4. extractionThe aqueous phase is extracted with dichloromethane
  5. customThe combined extracts are dried
  6. filtrationfiltered
  7. customevaporated
  8. customThe residue is crystallized from 2,2'-oxybispropane
  9. filtrationThe product is filtered off
  10. customdried

来源与证据

ORD记录
ord-fff9ae469d1a457387a4a6f72779f1b8
来源数据集
uspto-grants-1988_08
专利号
US04767760

关联笔记

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