Chloroform → 4-[3-(4-Piperidinyl)propoxy]benzonitrile

HRID 881026ノート

反応式

HRID 881026 の反応式
C(Cl)(Cl)Cl.[C:5]([C:7]1[CH:29]=[CH:28][C:10]([O:11][CH2:12][CH2:13][CH2:14][CH:15]2[CH2:20][CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17][CH2:16]2)=[CH:9][CH:8]=1)#[N:6].FC(F)(F)C(O)=O>O>[NH:18]1[CH2:19][CH2:20][CH:15]([CH2:14][CH2:13][CH2:12][O:11][C:10]2[CH:9]=[CH:8][C:7]([C:5]#[N:6])=[CH:29][CH:28]=2)[CH2:16][CH2:17]1

参加物

5

反応物 3

HCID 6212ChloroformHCID 6422Trifluoroacetic acidHCID 59263075HCID 59263075、化合物

生成物 1

HCID 592630194-[3-(4-Piperidinyl)propoxy]benzonitrile収率 103.7%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a chloroform (100 mL) solution of 14.0 g of tert-butyl 4-[3-(4-cyanophenoxy)propyl]-1-piperidinecarboxylate was dropwise added 40 mL of trifluoroacetic acid under cooling with water over a period of 10 minutes. This mixture was stirred at the same temperature for 20 minutes, and then stirred at room temperature for 35 minutes. After distilling off the solvent under reduced pressure, chloroform and water were added. A sodium hydroxide aqueous solution was added thereto for adjustment to pH 13.0. The organic layer was separated, and the aqueous layer was extracted with chloroform. The organic layer and the extract were combined, which was then washed with a sodium hydroxide aqueous solution and dried with potassium carbonate, followed by distilling off the solvent under reduced pressure to provide 10.3 g of 4-[3-(4-piperidinyl)propoxy]benzonitrile as pale yellow solid form.

後処理

  1. stirringstirred at room temperature for 35 minutes
  2. distillationAfter distilling off the solvent under reduced pressure, chloroform and water
  3. additionwere added
  4. additionA sodium hydroxide aqueous solution was added
  5. customThe organic layer was separated
  6. extractionthe aqueous layer was extracted with chloroform
  7. washwhich was then washed with a sodium hydroxide aqueous solution
  8. dry with materialdried with potassium carbonate
  9. distillationby distilling off the solvent under reduced pressure

出典と根拠

ORDレコード
ord-8d577147c50745679ae781d7c3d79011
出典データセット
uspto-grants-2015_03
特許番号
US08993603B2

反応ノート

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