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

HRID 1927365노트

반응식

HRID 1927365 반응식
[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]

참가 물질

5

반응물 3

HCID 9784-Aminobenzoic AcidHCID 8929Sodium CyanideHCID 14496Cyclobutanone

생성물 1

HCID 671321724-(1-Cyanocyclobutylamino)benzoic acid수율 99%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3813e153e1894b128c88dda70334dd78
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08183274B2

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