Hydrochloric Acid → 2-(6-Methoxynaphthalen-2-yl)propanenitrile

HRID 1030850노트

반응식

HRID 1030850 반응식
[Cl-].[Al+3].[Cl-].[Cl-].Br[C:6]1[C:15]([O:16][CH3:17])=[CH:14][CH:13]=[C:12]2[C:7]=1[CH:8]=[CH:9][C:10]([CH:18]([CH3:21])[C:19]#[N:20])=[CH:11]2.Cl>C(Cl)Cl.C1(C)C=C(C)C=C(C)C=1>[CH3:17][O:16][C:15]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[CH:11]=[C:10]([CH:18]([CH3:21])[C:19]#[N:20])[CH:9]=[CH:8]2

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 6451240Aluminum(III) ChlorideHCID 140730552-(5-Bromo-6-methoxy-2-naphthyl)propionitrile

생성물 1

HCID 6073442-(6-Methoxynaphthalen-2-yl)propanenitrile수율 71%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 7947Mesitylene용매

실험 절차

10 Grams of anhydrous aluminum chloride are added portionwise and under stirring to a solution containing 14.5 g of 2-(5-bromo-6-methoxy-2-naphthyl)propionitrile dissolved in 60 ml of methylene chloride and 8.3 ml of mesitylene, while keeping the temperature at about 20° C. The reaction mixture is kept at this temperature under stirring for 1 hour and then is slowly poured into a mixture made of 60 g of crushed ice and of 20 ml of a 6N aqueous solution of hydrochloric acid. The layers are separated after 15 minutes of stirring and the aqueous layer is discarded. The organic layer is twice washed with 25 ml of a 6N aqueous solution of hydrochloric acid, then with 25 ml of water and is dried over anhydrous sodium sulfate. The organic solution is evaporated to dryness under vacuum and the residue is crystallized from tetrachloroethylene obtaining 7.5 g of product with a yield of 71%.

후처리

  1. customat about 20° C
  2. stirringunder stirring for 1 hour
  3. additionis slowly poured into a mixture
  4. customThe layers are separated after 15 minutes
  5. stirringof stirring
  6. washThe organic layer is twice washed with 25 ml of a 6N aqueous solution of hydrochloric acid
  7. dry with materialwith 25 ml of water and is dried over anhydrous sodium sulfate
  8. customThe organic solution is evaporated to dryness under vacuum
  9. customthe residue is crystallized from tetrachloroethylene obtaining 7.5 g of product with a yield of 71%

출처 및 근거

ORD 기록
ord-ae40c9524c794c9f9020bfc134b647e7
출처 데이터셋
uspto-grants-1992_04
특허 번호
US05107013

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