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Methyl iodide → Methyl 1-benzyl-4-(phenylamino)piperidine-4-carboxylate

HRID 1973774
ノート
印刷プレビュー

反応式

HRID 1973774 の反応式
[C:1]1([NH:7][C:8]2([C:21]([O-:23])=[O:22])[CH2:13][CH2:12][N:11]([CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Na+].[CH3:25]N(C)P(=O)(N(C)C)N(C)C.IC>CC1C=CC=CC=1>[C:1]1([NH:7][C:8]2([C:21]([O:23][CH3:25])=[O:22])[CH2:9][CH2:10][N:11]([CH2:14][C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH2:12][CH2:13]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 12679HexamethylphosphoramideHCID 2724432Sodium 1-benzyl-4-(phenylamino)piperidine-4-carboxylate

生成物 1

HCID 2724430Methyl 1-benzyl-4-(phenylamino)piperidine-4-carboxylate

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
70 °C

実験手順

A mixture of 66.4 parts of sodium 4-(phenylamino)-1-(phenylmethyl)-4-piperidinecarboxylate in 375 parts of hexamethylphosphoric triamide is heated to 70° C. After cooling to 10° C, 31.2 parts of iodomethane are added (slightly exothermic reaction). The whole is stirred for 21 hours at room temperature. The reaction mixture is diluted with 360 parts of methylbenzene. The whole is washed with water and the layers are separated. The aqueous phase is washed with methylbenzene. The combined organic layers are washed successively once with 300 parts of a 10% sodium hydroxide solution and twice with 300 parts of water, dried, filtered and evaporated, yielding methyl 4-(phenylamino)-1 (phenylmethyl)-4-piperidinecarboxylate as a residue.

後処理

  1. temperatureAfter cooling to 10° C
  2. customslightly exothermic reaction)
  3. washThe whole is washed with water
  4. customthe layers are separated
  5. washThe aqueous phase is washed with methylbenzene
  6. washThe combined organic layers are washed successively once with 300 parts of a 10% sodium hydroxide solution and twice with 300 parts of water
  7. customdried
  8. filtrationfiltered
  9. customevaporated

出典と根拠

ORDレコード
ord-0da7ba71bd384637b6703781501d4d97
出典データセット
uspto-grants-1976_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US03998834

反応ノート

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