Water → 2-Amino-5-methylbenzenemethanamine

HRID 505323ノート

反応式

HRID 505323 の反応式
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][C:3]=1[C:4]([NH2:6])=O.[H-].[H-].[H-].[H-].[Li+].[Al+3].O.[OH-].[Na+]>C1COCC1>[NH2:6][CH2:4][C:3]1[CH:7]=[C:8]([CH3:11])[CH:9]=[CH:10][C:2]=1[NH2:1]

参加物

6

反応物 4

HCID 962Water2 回HCID 14798Sodium HydroxideHCID 103294362-Amino-5-methylbenzamideHCID 21226445Aluminium lithium hydride

生成物 1

HCID 552817432-Amino-5-methylbenzenemethanamine収率 63%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

Under an atmosphere of argon, a solution 2-amino-5-methylbenzamide (1.2 g, 80 mmol) in THF (25 ml) was added to a suspension of LiAlH4 (1.54 g, 40 mmol) in THF (25 ml) over 20 min. The suspension was heated to reflux (4 h). For workup, the mixture was cooled to 0° C., and 1.5 ml H2O, 3 ml 4n NaOH, and 3 ml H2O were added subsequently. The suspension was dried (Na2SO4), and evaporated under reduced pressure. The title compound (700 mg, 63%) was isolated from the residue by chromatographic purification (silica gel, CH2Cl2/MeOH (2M NH3)=9:1).

後処理

  1. temperatureThe suspension was heated
  2. temperatureto reflux (4 h)
  3. dry with materialThe suspension was dried (Na2SO4)
  4. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-7095db2ac5c3479f8599935a40f2adb8
出典データセット
uspto-grants-2010_08
特許番号
US07781441B2

反応ノート

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