Benzyltrimethylammonium hydroxide → 3-[3-[(3-Methylpyrrolidin-1-yl) methyl]phenoxy]propanamine

HRID 4652

反応式

HRID 4652 の反応式
[CH3:1][CH:2]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]2[CH:9]=[C:10]([OH:14])[CH:11]=[CH:12][CH:13]=2)[CH2:3]1.[OH-].[CH2:16]([N+:23](C)(C)C)[C:17]1C=CC=C[CH:18]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C(#N)C=C>[CH3:1][CH:2]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]2[CH:9]=[C:10]([CH:11]=[CH:12][CH:13]=2)[O:14][CH2:18][CH2:17][CH2:16][NH2:23])[CH2:3]1

参加物

5

反応物 3

HCID 66854Benzyltrimethylammonium hydroxideHCID 201515053-[(3-Methylpyrrolidin-1-yl) methyl]phenolHCID 21226445Aluminium lithium hydride

生成物 1

HCID 140261893-[3-[(3-Methylpyrrolidin-1-yl) methyl]phenoxy]propanamine

試薬・触媒・溶媒 1

HCID 7855Acrylonitrile溶媒

実験手順

28.7 g (0.15 mol) of 3-[(3-methylpyrrolidin-1-yl) methyl]phenol are heated under reflux together with 100 ml of acrylonitrile and 1.5 ml of 40% methanolic benzyltrimethylammonium hydroxide solution for 18 hours. The excess acrylonitrile is evaporated off under vacuum and the residue is taken up with ether, washed with 5% NaOH and reduced to the amine by reaction with 7.6 g (0.2 mol) of LiAlH4 in a manner analogous to Example 64 b. 14.9 g (40% of theoretical) of a pale yellow oil is obtained in a sufficiently pure form for subsequent reactions.

後処理

  1. customThe excess acrylonitrile is evaporated off under vacuum
  2. washwashed with 5% NaOH
  3. custom14.9 g (40% of theoretical) of a pale yellow oil is obtained in a sufficiently pure form for subsequent reactions

出典と根拠

ORDレコード
ord-505171a282c949038b31467505f1365b
出典データセット
uspto-grants-1988_02
特許番号
US04727081

関連ノート

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