Sodium Hydroxide → 4-(Aminomethyl)-2-chloroaniline

HRID 14404

反応式

HRID 14404 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[NH2:7][C:8]1[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][C:9]=1[Cl:16].[OH-].[Na+]>C1COCC1>[NH2:7][C:8]1[CH:15]=[CH:14][C:11]([CH2:12][NH2:13])=[CH:10][C:9]=1[Cl:16]

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 5198964-Amino-3-chlorobenzonitrileHCID 21226445Aluminium lithium hydride

生成物 1

HCID 218806504-(Aminomethyl)-2-chloroaniline収率 90%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To lithium aluminum hydride (2.11 g, 55.6 mmol) in dry THF (50 mL) was added dropwise 4-amino-3-chlorobenzonitrile (3.29 g, 21.6 mmol) in THF (40 mL). The mixture was stirred at RT for 16 hours. Then, 6.0 mL of 1.0 N NaOH solution was added dropwise and the reaction mixture was stirred for 20 min. The solid was filtered off and washed with THF for three times. The solvent was removed by rotavap to give 4-amino-3-chlorobenzylamine as an oily liquid (3.04 g, 90%). 1H NMR (500 MHz, CD3OD): δ 7.18 (d, J=2Hz, 1H), 7.00 (dd, J=8Hz, 2Hz, 1H), 6.78 (d, J=8Hz, 1H), 3.61 (s, 2H).

後処理

  1. stirringthe reaction mixture was stirred for 20 min
  2. filtrationThe solid was filtered off
  3. washwashed with THF for three times
  4. customThe solvent was removed by rotavap

出典と根拠

ORDレコード
ord-165a5394ee0844deb8f9d0413dd1b106
出典データセット
uspto-grants-2010_06
特許番号
US07732434B2

関連ノート

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