Water → (6-Hydroxy-2-naphthyl)-propanonitrile

HRID 485980

반응식

HRID 485980 반응식
B(Br)(Br)Br.C[O:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[CH:13]=[C:12]([CH:17]([CH3:20])[C:18]#[N:19])[CH:11]=[CH:10]2.O>C(Cl)Cl>[OH:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[CH:13]=[C:12]([CH:17]([CH3:20])[C:18]#[N:19])[CH:11]=[CH:10]2

참가 물질

5

반응물 3

HCID 962WaterHCID 25134Boron tribromideHCID 6073442-(6-Methoxynaphthalen-2-yl)propanenitrile

생성물 1

HCID 19097091(6-Hydroxy-2-naphthyl)-propanonitrile

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
-10 °C

실험 절차

15.6 g of boron tribromide, were dissolved in 100 ml of methylene chloride and cooled to -10° C. To this, 80 ml of methylene chloride solution of 6.0 g oa (6-methoxy-2-naphthyl)-propanonitrile were added dropwise over 2 hours, followed by stirring for 7 hours at room temperature. The resulting reaction mixture was poured into 500 ml of iced water and extracted with ether, followed by washing the ether phase twice with water and then distilling off the solvent. The resulting solid was recrystallized with chloroform-hexane mixture to obtain 4.5 g of oa (6-hydroxy-2-naphthyl)-propanonitrile.

후처리

  1. customThe resulting reaction mixture
  2. extractionextracted with ether
  3. washby washing the ether phase twice with water
  4. distillationdistilling off the solvent
  5. customThe resulting solid was recrystallized with chloroform-hexane mixture

출처 및 근거

ORD 기록
ord-81b07f2ae90c49bd8a01d86d2b012271
출처 데이터셋
uspto-grants-1994_03
특허 번호
US05290478

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