1-Benzyl-4-(methoxymethyl)-N-phenylpiperidin-4-amine → 4-(Methoxymethyl)-N-phenylpiperidin-4-amine

HRID 236776ノート

反応式

HRID 236776 の反応式
[CH3:1][O:2][CH2:3][C:4]1([NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:9][CH2:8][N:7](CC2C=CC=CC=2)[CH2:6][CH2:5]1.[H][H]>[Pd].C(O)(=O)C>[CH3:1][O:2][CH2:3][C:4]1([NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1

参加物

5

反応物 2

HCID 30477241-Benzyl-4-(methoxymethyl)-N-phenylpiperidin-4-amineHCID 178418361HCID 178418361、化合物

生成物 1

HCID 183199324-(Methoxymethyl)-N-phenylpiperidin-4-amine

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 176Acetic Acid溶媒

実験手順

A mixture of 10 parts of 4-(methoxymethyl)-N-phenyl-1-(phenylmethyl)-4-piperidinamine and 200 parts of acetic acid is hydrogenated at normal pressure and at room temperature with 2 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen is taken up, the catalyst is filtered off and the filtrate is evaporated. The oily residue is dissolved in water, cooled and alkalized with ammonium hydroxide. The product is extracted with trichloromethane. The extract is washed with water, dried, filtered and evaporated. The oily residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (90:10 by volume) saturated with gaseous ammonia, as eluent. The pure fractions are collected and the eluent is evaporated, yielding 4.5 parts of 4-(methoxymethyl)-N-phenyl-4-piperidinamine as an oily residue.

後処理

  1. filtrationthe catalyst is filtered off
  2. customthe filtrate is evaporated
  3. dissolutionThe oily residue is dissolved in water
  4. temperaturecooled
  5. extractionThe product is extracted with trichloromethane
  6. washThe extract is washed with water
  7. customdried
  8. filtrationfiltered
  9. customevaporated
  10. customThe oily residue is purified by column-chromatography over silica gel using
  11. additiona mixture of trichloromethane and methanol (90:10 by volume) saturated with gaseous ammonia
  12. customThe pure fractions are collected
  13. customthe eluent is evaporated

出典と根拠

ORDレコード
ord-ddd7f27a06a7484dacf0b64cc992b8a7
出典データセット
uspto-grants-1979_06
特許番号
US04157393

反応ノート

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