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

HRID 416126

반응식

HRID 416126 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 230669967-Ethoxy-5,8-dihydronaphthalen-1-amine수율 76%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
-78 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-008d8520d29c4153a7a72bc9be1b1d1a
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08088826B2

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