碘化钾 → HCID 9869815，化合物

HRID 1368898笔记

反应方程式

HRID 1368898 反应方程式
Cl[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([C:9]1[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=1)=[O:8].Cl.[CH2:17]1[C:22]2[C:23]3[CH:29]=[CH:28][CH:27]=[CH:26][C:24]=3[O:25][C:21]=2[CH2:20][CH2:19][NH:18]1.[C:30]([O-:33])([O-:32])=O.[Na+].[Na+].[I-].[K+]>C(C(C)=O)C(C)C>[C:7]([OH:25])(=[O:8])/[CH:9]=[CH:14]/[C:30]([OH:33])=[O:32].[F:15][C:12]1[CH:13]=[CH:14][C:9]([C:7](=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][N:18]2[CH2:19][CH2:20][C:21]3[O:25][C:24]4[CH:26]=[CH:27][CH:28]=[CH:29][C:23]=4[C:22]=3[CH2:17]2)=[CH:10][CH:11]=1

参与物

6

反应物 4

HCID 4875碘化钾HCID 10340Carbonic acid sodium salt (1:2)HCID 11817047氟哌啶醇杂质39HCID 124995131,2,3,4-Tetrahydrobenzo-furo[3,2-c]pyridine hydrochloride

产物 1

HCID 9869815HCID 9869815，化合物收率 141.2%

试剂、催化剂与溶剂 1

HCID 79094-甲基-2-戊酮溶剂

实验过程

A mixture of 6-chloro-1-(4-fluorophenyl)-1-hexanone (0.018 mol), intermediate 1 (0.015 mol), Na2CO3 (4 g) and potassium iodide (catalytic quantity) in methyl isobutyl ketone (200 ml) was stirred and refluxed overnight and then cooled to room temperature. The solvent was evaporated. The residue was washed with H2O and the mixture was extracted with CH2Cl2. The organic layer was separated, dried, filtered and the solvent was evaporated. The residue was purified by column chromatography over silica gel (eluent: CH2Cl2/CH3OH 95/5). The pure fractions were collected and the solvent was evaporated. The residue was converted into the (E)-2-butenedioic acid salt (1:1); The precipitate was filtered off and dried, yielding 5.1 g 1-(4-fluorophenyl)-6-(1,2,3,4-tetrahydrobenzofuro[3,2-c]pyridin-2-yl)-1-hexanone (E)-2-butenedioate (1:1) (71%).

后处理

  1. temperaturerefluxed overnight
  2. customThe solvent was evaporated
  3. washThe residue was washed with H2O
  4. extractionthe mixture was extracted with CH2Cl2
  5. customThe organic layer was separated
  6. customdried
  7. filtrationfiltered
  8. customthe solvent was evaporated
  9. customThe residue was purified by column chromatography over silica gel (eluent: CH2Cl2/CH3OH 95/5)
  10. customThe pure fractions were collected
  11. customthe solvent was evaporated
  12. filtrationThe precipitate was filtered off
  13. customdried

来源与证据

ORD记录
ord-1e3a66e7cc1b46e291f0aad392bca7e7
来源数据集
uspto-grants-2003_06
专利号
US06576640B1

反应笔记

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