Water → 1-(5-Chloro-2-nitrophenyl)piperidine

HRID 32886

反応式

HRID 32886 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4](F)[CH:3]=1.[NH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1.O>CCO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([N:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)[CH:3]=1

参加物

5

反応物 3

HCID 962WaterHCID 8082PiperidineHCID 696914-Chloro-2-fluoro-1-nitrobenzene

生成物 1

HCID 30960791-(5-Chloro-2-nitrophenyl)piperidine収率 97%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
0 °C

実験手順

To a cooled (0° C.) solution of 1.75 g (10.0 mmol) of 4-chloro-2-fluoronitrobenzene in 15 mL of EtOH was added 2.97 mL (30.0 mmol) of piperidine dropwise over 5 min. The solution stirred at 0° C. for 10 min and then at 23° C. for 30 min. The mixture was poured into water (225 mL) and extracted with EtOAc (2×30 mL). The combined extracts were washed with saturated aq NaHCO3 and brine (30 mL each) and then dried (Na2SO4). Concentration afforded 2.33 g (97%) of the title compound as an orange oil which crystallized on standing: Mass spectrum (ESI, m/z): Calcd. for C11H13ClN2O2, 241.1 (M+H), found 241.1.

後処理

  1. waitat 23° C. for 30 min
  2. extractionextracted with EtOAc (2×30 mL)
  3. washThe combined extracts were washed with saturated aq NaHCO3 and brine (30 mL each)
  4. dry with materialdried (Na2SO4)
  5. concentrationConcentration

出典と根拠

ORDレコード
ord-9562e868f3394d2dad6b7049c82ba3b0
出典データセット
uspto-grants-2008_09
特許番号
US07427683B2

関連ノート

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