Acetic Acid → 2-(1,3-Benzoxazol-2-yl)acetonitrile

HRID 57235노트

반응식

HRID 57235 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].C(O)(=O)C.C(#N)[CH:14]([CH2:16][C:17]#[N:18])O>C(O)C.C(Cl)Cl>[O:8]1[C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[N:1]=[C:14]1[CH2:16][C:17]#[N:18]

참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 58012-AminophenolHCID 212535622-Hydroxybutanedinitrile

생성물 1

HCID 8433252-(1,3-Benzoxazol-2-yl)acetonitrile수율 71.8%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 6344Dichloromethane용매

실험 절차

To a solution of 2-aminophenol (5.0 g, 45.8 mmol) dissolved in 115 mL of anhydrous ethanol and 8 mL of glacial acetic acid was added malonitrile (9.08 g, 140 mmol) at 100° C. The resulting homogeneous solution was refluxed for 24 hours and the solvent was removed in vacuo to yield a red/brown oil. The oil was diluted with CH2Cl2 (100 mL) and any remaining solids were then removed by filtration. The mother liquor was washed twice with a saturated sodium bicarbonate solution and twice with water, dried over magnesium sulfate, filtered and evaporated to yield 5.2 g (71%) of the product as a yellow oil. This material was used in the subsequent reaction without further purification.

후처리

  1. temperatureThe resulting homogeneous solution was refluxed for 24 hours
  2. customthe solvent was removed in vacuo
  3. customto yield a red/brown oil
  4. customany remaining solids were then removed by filtration
  5. washThe mother liquor was washed twice with a saturated sodium bicarbonate solution and twice with water
  6. dry with materialdried over magnesium sulfate
  7. filtrationfiltered
  8. customevaporated

출처 및 근거

ORD 기록
ord-1e95593809284c3b966f24c9071095d5
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434720B2

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