Formic Acid → 4-[(4-Dipropylaminobutyl)methylamino]methylbenzonitrile

HRID 1012568ノート

反応式

HRID 1012568 の反応式
[CH2:1]([N:4]([CH2:19][CH2:20][CH3:21])[CH2:5][CH2:6][CH2:7][CH2:8][NH:9][CH2:10][C:11]1[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[CH:13][CH:12]=1)[CH2:2][CH3:3].C=O.[CH:24](O)=O.[OH-].[Na+]>O.C(O)C>[CH2:19]([N:4]([CH2:1][CH2:2][CH3:3])[CH2:5][CH2:6][CH2:7][CH2:8][N:9]([CH2:10][C:11]1[CH:12]=[CH:13][C:14]([C:15]#[N:16])=[CH:17][CH:18]=1)[CH3:24])[CH2:20][CH3:21]

参加物

7

反応物 4

HCID 284Formic AcidHCID 712FormaldehydeHCID 14798Sodium HydroxideHCID 15965417HCID 15965417、化合物

生成物 1

HCID 161172934-[(4-Dipropylaminobutyl)methylamino]methylbenzonitrile収率 95%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

16 g (56 mmol, 1.0 equivalent) of 4-[(4-dipropylaminobutyl)amino]methylbenzonitrile (2a), 50 ml of ethanol, 11.9 g (139 mmol, 2.5 equivalents) of a formaldehyde aqueous solution (35%), and 12.8 g (278 mmol, 5 equivalents) of formic acid were charged in a 300 ml four-necked flask. The mixture was reacted at 80° C. for one hour. The raw material was then disappeared. The reaction solution was slowly added to a solution prepared by dissolving 40 g of sodium hydroxide in 200 ml of distilled water. The reaction solution was extracted with 200 ml of chloroform. This operation was repeated twice. The chloroform layer was then dried over anhydrous sodium sulfate. The solvent was then concentrated, thereby obtaining 16 g of 4-[(4-dipropylaminobutyl)methylamino]methylbenzonitrile (2b) as a slightly yellow oily substance (yield: 95%). [HPLC: 99% (HPLC measurement conditions A)]

後処理

  1. customThe mixture was reacted at 80° C. for one hour
  2. additionThe reaction solution was slowly added to a solution
  3. customprepared
  4. extractionThe reaction solution was extracted with 200 ml of chloroform
  5. dry with materialThe chloroform layer was then dried over anhydrous sodium sulfate
  6. concentrationThe solvent was then concentrated

出典と根拠

ORDレコード
ord-9b6db48853654b048cf26f8eaed865f0
出典データセット
uspto-grants-2011_07
特許番号
US07977512B2

反応ノート

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