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Water → 3-(4-Chlorophenyl)-2,1-benzisoxazole-7-acetonitrile

HRID 1198997
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HRID 1198997 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][N:10]=[C:11]3[C:16]([CH2:17]Br)=[CH:15][CH:14]=[CH:13][C:12]=23)=[CH:4][CH:3]=1.[C-:19]#[N:20].[K+].O1CCOCC1.O>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][N:10]=[C:11]3[C:16]([CH2:17][C:19]#[N:20])=[CH:15][CH:14]=[CH:13][C:12]=23)=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 9032Potassium CyanideHCID 312751,4-DioxaneHCID 156347563-(4-Chlorophenyl)-7-(bromomethyl)-2,1-benzisoxazole

생성물 1

HCID 156347583-(4-Chlorophenyl)-2,1-benzisoxazole-7-acetonitrile수율 61%

시약·촉매·용매 1

HCID 6344Dichloromethane
용매

실험 절차

A solution of 11.5 g (0.036 mole) of crude 3-(4-chlorophenyl)-7-(bromomethyl)-2,1-benzisoxazole, 9.8 g (0.15 mole) of potassium cyanide, 150 ml of dioxane and 75 ml of water was heated at reflux under a nitrogen atmosphere for 2.5 hr. The solution was cooled and poured into 400 ml of methylene chloride. The layers were separated and the organic layer was washed with four 200 ml portions of water, dried over sodium sulfate, and concentrated to give a solid as residue. The solid was recrystallized (charcoal) twice from ethyl acetate to yield 5.8 g (61%) of crystals, m.p. 165°-169° C.

후처리

  1. temperatureat reflux under a nitrogen atmosphere for 2.5 hr
  2. temperatureThe solution was cooled
  3. customThe layers were separated
  4. washthe organic layer was washed with four 200 ml portions of water
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated
  7. customto give a solid as residue
  8. customThe solid was recrystallized (charcoal) twice from ethyl acetate

출처 및 근거

ORD 기록
ord-aaa339ad2e124f8c975149d421083d32
출처 데이터셋
uspto-grants-1990_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04898874

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