Water → HCID 22499375、化合物

HRID 1989861ノート

反応式

HRID 1989861 の反応式
Cl.[C:2]1([CH:8]([CH:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)[C:9]#[N:10])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.F[C:18]1[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][CH:19]=1.C([O-])([O-])=O.[K+].[K+].O>CN(C=O)C>[N+:24]([C:21]1[CH:22]=[CH:23][C:18]([N:14]2[CH2:15][CH2:16][CH:11]([CH:8]([C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[C:9]#[N:10])[CH2:12][CH2:13]2)=[CH:19][CH:20]=1)([O-:26])=[O:25]

参加物

6

反応物 4

HCID 962WaterHCID 9590p-FluoronitrobenzeneHCID 11430Potassium CarbonateHCID 222528504-Piperidineacetonitrile, α-phenyl-, hydrochloride (1:1)

生成物 1

HCID 22499375HCID 22499375、化合物収率 66.6%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
50 °C

実験手順

A mixture of α-phenyl-4-piperidineacetonitrile monohydrochloride (0.05 mol), 1-fluoro-4-nitrobenzene (0.06 mol) and K2CO3 (0.15 mol) in DMF (200 ml) was stirred at 50° C. for 4 hours, cooled, poured out into water and extracted with DCM. The organic layer was separated, washed with water, dried, filtered and the solvent was evaporated. The residue was crystallized from DIPE. The precipitate was filtered off and dried, yielding 10.7 g of (±)-1-(4-nitrophenyl)-α-phenyl-4-piperidineacetonitrile (intermediate 15, mp. 118° C.).

後処理

  1. temperaturecooled
  2. extractionextracted with DCM
  3. customThe organic layer was separated
  4. washwashed with water
  5. customdried
  6. filtrationfiltered
  7. customthe solvent was evaporated
  8. customThe residue was crystallized from DIPE
  9. filtrationThe precipitate was filtered off
  10. customdried

出典と根拠

ORDレコード
ord-98bae33066d14d878cd9174e12bf4191
出典データセット
uspto-grants-2010_01
特許番号
US07642378B2

反応ノート

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