Trifluoroacetic acid → 2-Amino-1-(5-phenyl-[1,2,4]oxadiazol-3-yl)-butan-1-ol

HRID 1455584ノート

反応式

HRID 1455584 の反応式
C(OC(=O)[NH:7][CH:8]([CH:11]([OH:24])[C:12](=[NH:23])[NH:13][O:14][C:15](=O)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH2:9][CH3:10])(C)(C)C.FC(F)(F)C(O)=O>COCCOCCOC.ClCCl>[NH2:7][CH:8]([CH2:9][CH3:10])[CH:11]([C:12]1[N:23]=[C:15]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[O:14][N:13]=1)[OH:24]

参加物

5

反応物 2

HCID 6422Trifluoroacetic acidHCID 178458006[(Z)-[1-amino-2-hydroxy-3-[(2-methylpropan-2-yl)oxycarbonylamino]pentylidene]amino] benzoate

生成物 1

HCID 220540072-Amino-1-(5-phenyl-[1,2,4]oxadiazol-3-yl)-butan-1-ol収率 29.9%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8150Diglyme溶媒

実験手順

A solution of (3) (1.5 g, 4.3 mmol) in diglyme is heated at 150° C. in a microwave reactor (Smith Creator, S00219) for 40 minutes. Solvent evaporated under vacuum in Genevac Evaporator at 80° C. for 3hours to give a solid. This is taken in dichloromethane (40 mL) and treated with trifluoroacetic acid at room temperature for 2 hours. Solvent evaporated to dryness under reduced pressure, crude taken in water, washed with DCM, aqueous layer basified with 1M NaOH solution and extracted with dichloromethane. Organic layer dried over Na2SO4 and evaporated under reduced pressure to give 2-amino-1-(5-phenyl-[1,2,4]oxadiazol-3-yl)-butan-1-ol (300 mg) as a solid.

後処理

  1. customSolvent evaporated under vacuum in Genevac Evaporator at 80° C. for 3hours
  2. customto give a solid
  3. customSolvent evaporated to dryness under reduced pressure, crude
  4. washwashed with DCM, aqueous layer
  5. extractionextracted with dichloromethane
  6. dry with materialOrganic layer dried over Na2SO4
  7. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-3f2d817630ee4f4a9cde41a309c01e6f
出典データセット
uspto-grants-2009_01
特許番号
US07482448B2

反応ノート

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