4-Aminobenzoic Acid → 4-(1-Cyanocyclobutylamino)benzoic acid

HRID 2233715ノート

反応式

HRID 2233715 の反応式
[C-:1]#[N:2].[Na+].[NH2:4][C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[CH:7][CH:6]=1.[C:14]1(=O)[CH2:17][CH2:16][CH2:15]1>C(O)(=O)C>[C:1]([C:14]1([NH:4][C:5]2[CH:13]=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[CH:7][CH:6]=2)[CH2:17][CH2:16][CH2:15]1)#[N:2]

参加物

5

反応物 3

HCID 9784-Aminobenzoic AcidHCID 8929Sodium CyanideHCID 14496Cyclobutanone

生成物 1

HCID 671321724-(1-Cyanocyclobutylamino)benzoic acid収率 99%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

Sodium cyanide (0.245 g, 5 mmol) was added to a mixture of 4-aminobenzoic acid (0.274 g, 2 mmol) and cyclobutanone (0.21 g, 3 mmol) in 90% acetic acid (4.5 ml). The reaction mixture was stirred at room temperature for 15 hours. The mixture was washed with aqueous HCl (pH 2) and extracted with ethyl acetate. The organic layer was dried over magnesium sulfate and concentrated to dryness under vacuum to yield 4-(1-cyanocyclobutylamino)benzoic acid (51a) (0.426 g, 1.97 mmol, 99%) as a white solid.

後処理

  1. washThe mixture was washed with aqueous HCl (pH 2)
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. concentrationconcentrated to dryness under vacuum

出典と根拠

ORDレコード
ord-d8e732d92db74fadb68e885c3fdf8bf1
出典データセット
uspto-grants-2010_05
特許番号
US07709517B2

反応ノート

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