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

HRID 1959795ノート

反応式

HRID 1959795 の反応式
[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]

参加物

6

反応物 3

HCID 176Acetic AcidHCID 58012-AminophenolHCID 212535622-Hydroxybutanedinitrile

生成物 1

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

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e3a24efae3d6494282271363baaab33f
出典データセット
uspto-grants-2013_04
特許番号
US08410272B2

反応ノート

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