Hydrochloric Acid → (Z)-3-Aminomethyl-6-(2-cyclohexylvinyl)-pyridine

HRID 1190993ノート

反応式

HRID 1190993 の反応式
C(OC([NH:8][CH2:9][C:10]1[CH:11]=[N:12][C:13](/[CH:16]=[CH:17]\[CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)=[CH:14][CH:15]=1)=O)(C)(C)C.Cl>CO>[NH2:8][CH2:9][C:10]1[CH:11]=[N:12][C:13](/[CH:16]=[CH:17]\[CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)=[CH:14][CH:15]=1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 59828825(Z)-3-(tert-Butoxycarbonylamino-methyl)-6-(2-cyclohexylvinyl)-pyridine

生成物 1

HCID 58495592(Z)-3-Aminomethyl-6-(2-cyclohexylvinyl)-pyridine収率 309.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
0 °C

実験手順

Add (Z)-3-(tert-butoxycarbonylamino-methyl)-6-(2-cyclohexylvinyl)-pyridine (0.42 g, 1.33 mmol) to methanol (20 mL) and cool to 0° C. Bubble hydrogen chloride into the solution until saturated, and allow the mixture to warm to room temperature. Concentrate the mixture in vacuo and partition the residue between 3N aqueous NaOH (30 mL) and DCM (30 mL). Separate the layers and extract the aqueous phase with DCM (3×30 mL). Wash the combined organic extracts with brine (30 mL), dry over Na2SO4, filter, and concentrate in vacuo to obtain the title compound as a colorless oil (0.89 g, 80%). MS (APCI+) m/z: 217 (M+H)+.

後処理

  1. temperatureto warm to room temperature
  2. concentrationConcentrate the mixture in vacuo
  3. custompartition the residue between 3N aqueous NaOH (30 mL) and DCM (30 mL)
  4. customSeparate the layers
  5. extractionextract the aqueous phase with DCM (3×30 mL)
  6. washWash the combined organic extracts with brine (30 mL)
  7. dry with materialdry over Na2SO4
  8. filtrationfilter
  9. concentrationconcentrate in vacuo

出典と根拠

ORDレコード
ord-10143417d0694239a01a31a944e26d0f
出典データセット
uspto-grants-2014_03
特許番号
US08680091B2

反応ノート

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