Hydrochloric Acid → HCID 25219319、化合物

HRID 2387949ノート

反応式

HRID 2387949 の反応式
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:6]([N:13]1[CH2:18][CH2:17][C:16](=O)[CH2:15][CH2:14]1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.Cl.[C-:21]#[N:22].[K+]>C(O)C.O.CCOC(C)=O.CCCCCCC>[CH2:6]([N:13]1[CH2:18][CH2:17][C:16]([N:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)([C:21]#[N:22])[CH2:15][CH2:14]1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 9032Potassium CyanideHCID 192201-Benzyl-4-piperidoneHCID 31268Pyrrolidine

生成物 1

HCID 25219319HCID 25219319、化合物収率 98.4%

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 962Water溶媒HCID 21899848Ethylacetate heptane溶媒

実験手順

100 g (5 equiv.) of pyrrolidine were added to a solution of 50 g (1 equiv.) of 1-benzylpiperidin-4-one in 250 ml of ethanol, and stirring was carried out for 10 minutes at room temperature. 25 ml (0.5 equiv.) of hydrochloric acid were then added dropwise, over a period of 10 minutes, to the reaction mixture, and stirring was carried out for 30 minutes at room temperature. 55 g (3 equiv.) of potassium cyanide dissolved in 250 ml of water were added to this reaction mixture, and stirring was carried out for three days at room temperature. The progress of the reaction was monitored by thin-layer chromatography (50% EtOAc/heptane). When the reaction was complete, the solid that had formed was filtered off and washed with ice-water (3×150 ml). The resulting solid was then suspended in ethyl acetate and dried with Na2SO4. After removal of the solvent under reduced pressure, 70 g of crude product were obtained in the form of a solid.

後処理

  1. stirringstirring
  2. waitwas carried out for 30 minutes at room temperature
  3. additionwere added to this reaction mixture
  4. stirringstirring
  5. waitwas carried out for three days at room temperature
  6. customthe solid that had formed
  7. filtrationwas filtered off
  8. washwashed with ice-water (3×150 ml)
  9. dry with materialdried with Na2SO4
  10. customAfter removal of the solvent under reduced pressure

出典と根拠

ORDレコード
ord-a6328bcae44f44b0a6f0c83d2cca2d1e
出典データセット
uspto-grants-2012_09
特許番号
US08269000B2

反応ノート

読み込み中…