Sodium Hydroxide → 2-[3-Methoxy-4-(naphthalen-1-ylmethoxy)-phenyl]-ethylamine

HRID 650980노트

반응식

HRID 650980 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][O:8][C:9]1[CH:26]=[C:25]([CH:27]=[CH:28][N+:29]([O-])=O)[CH:24]=[CH:23][C:10]=1[O:11][CH2:12][C:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][CH:14]=1.[OH-].[Na+]>O1CCCC1>[CH3:7][O:8][C:9]1[CH:26]=[C:25]([CH2:27][CH2:28][NH2:29])[CH:24]=[CH:23][C:10]=1[O:11][CH2:12][C:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][CH:14]=1

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 538700371-[2-Methoxy-4-(2-nitro-vinyl)-phenoxymethyl]-naphthalene

생성물 1

HCID 217101572-[3-Methoxy-4-(naphthalen-1-ylmethoxy)-phenyl]-ethylamine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

10 g of lithium aluminium hydride are placed in 200 ml of tetrahydrofuran; the mixture is stirred at room temperature. 25.8 g of 1-[2-methoxy-4-(2-nitro-vinyl)-phenoxymethyl]-naphthalene dissolved in 300 ml of tetrahydrofuran are added dropwise thereto over a period of 90 minutes. The reaction mixture is heated at reflux for 4 hours. After cooling, 40 ml of 1 N sodium hydroxide solution are cautiously added dropwise, external cooling being effected using an ice bath. When the addition is complete, the reaction mixture is stirred, without cooling, for one hour, then filtered with suction over Celite and washed with a small amount of tetrahydrofuran. The filtrate is dried over potassium carbonate and concentrated by evaporation, yielding 2-[3-methoxy-4-(naphthalen-1-ylmethoxy)-phenyl]-ethylamine in the form of a brown oil.

후처리

  1. additionare added dropwise
  2. temperatureThe reaction mixture is heated
  3. temperatureat reflux for 4 hours
  4. temperatureAfter cooling
  5. temperatureexternal cooling
  6. additionWhen the addition
  7. stirringthe reaction mixture is stirred
  8. temperaturewithout cooling, for one hour
  9. filtrationfiltered with suction over Celite
  10. washwashed with a small amount of tetrahydrofuran
  11. dry with materialThe filtrate is dried over potassium carbonate
  12. concentrationconcentrated by evaporation

출처 및 근거

ORD 기록
ord-394898bf230a4a36b0d35ae24f7e562b
출처 데이터셋
uspto-grants-2001_08
특허 번호
US06277849B1

반응 노트

불러오는 중…