Ammonia → 7-Ethoxy-5,8-dihydronaphthalen-1-amine

HRID 130637

反応式

HRID 130637 の反応式
[CH2:1]([O:3][C:4]1[CH:13]=[C:12]2[C:7]([CH:8]=[CH:9][CH:10]=[C:11]2[NH2:14])=[CH:6][CH:5]=1)[CH3:2].[Li].CO.N>O1CCCC1.O>[CH2:1]([O:3][C:4]1[CH2:13][C:12]2[C:11]([NH2:14])=[CH:10][CH:9]=[CH:8][C:7]=2[CH2:6][CH:5]=1)[CH3:2]

参加物

7

反応物 4

HCID 222AmmoniaHCID 887MethanolHCID 3028194LithiumHCID 450914037-Ethoxynaphthalen-1-amine

生成物 1

HCID 230669967-Ethoxy-5,8-dihydronaphthalen-1-amine収率 76%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-78 °C

実験手順

Next, to a flask containing a mixture of (7-ethoxy-1-naphthyl)amine (1.80 g, 9.61 mmol) and t-buthanol (2.13 g, 28.8 mmol) in tetrahydrofuran (20 mL) was collected liquid ammonia (300 mL) at −78° C. To the mixture was added lithium (0.200 g, 28.8 mmol) over 30 minutes and stirred at −78° C. for 1 hour. Methanol and water was added, and the mixture was stirred at room temperature for 16 hours to allow ammonia to evaporate. To the obtained residue was added ethylacetate. The organic layer was washed with water, dried over Na2SO4, filtered, and concentrated under reduced pressure to afford (7-ethoxy-5,8-dihydronaphthalen-1-yl)amine (1.37 g, 76% yield).

後処理

  1. additionNext, to a flask containing
  2. customwas collected liquid ammonia (300 mL) at −78° C
  3. stirringthe mixture was stirred at room temperature for 16 hours
  4. customto evaporate
  5. additionTo the obtained residue was added ethylacetate
  6. washThe organic layer was washed with water
  7. dry with materialdried over Na2SO4
  8. filtrationfiltered
  9. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-56a10a79e61b4ec3b76f7cbd37d65307
出典データセット
uspto-grants-2008_06
特許番号
US07381840B2

関連ノート

読み込み中…