Potassium Iodide → HCID 9869815、化合物

HRID 1368898ノート

反応式

HRID 1368898 の反応式
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

参加物

6

反応物 4

HCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 118170476-Chloro-1-(4-fluorophenyl)-1-oxohexaneHCID 124995131,2,3,4-Tetrahydrobenzo-furo[3,2-c]pyridine hydrochloride

生成物 1

HCID 9869815HCID 9869815、化合物収率 141.2%

試薬・触媒・溶媒 1

HCID 7909Methyl Isobutyl Ketone溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-1e3a66e7cc1b46e291f0aad392bca7e7
出典データセット
uspto-grants-2003_06
特許番号
US06576640B1

反応ノート

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