Water → 5-(4-Cyanophenyl)-3-formyl-1,2,4-oxadiazole

HRID 54541ノート

反応式

HRID 54541 の反応式
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:13][N:12]=[C:11]([CH2:14][OH:15])[N:10]=2)=[CH:5][CH:4]=1)#[N:2].C1(N=C=NC2CCCCC2)CCCCC1.OP(O)(O)=O.O>CS(C)=O>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([C:9]2[O:13][N:12]=[C:11]([CH:14]=[O:15])[N:10]=2)=[CH:7][CH:8]=1)#[N:2]

参加物

6

反応物 4

HCID 962WaterHCID 1004Phosphoric AcidHCID 10868DicyclohexylcarbodiimideHCID 199591695-(4-Cyanophenyl)-3-hydroxymethyl-1,2,4-oxadiazole

生成物 1

HCID 199593005-(4-Cyanophenyl)-3-formyl-1,2,4-oxadiazole収率 53.7%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

A mixture of 5-(4-cyanophenyl)-3-hydroxymethyl-1,2,4-oxadiazole (4.08 g), N,N'-dicyclohexylcarbodiimide (20.92 g) and o-phosphoric acid (9.94 g) in dimethyl sulfoxide (80 ml) was stirred at ambient temperature. After 1 hour, the mixture was poured into water and extracted with ethyl acetate. The extract was washed with water and brine, dried over magnesium sulfate, and evaporated in vacuo. The residue was recrystallized from ether to give 5-(4-cyanophenyl)-3-formyl-1,2,4-oxadiazole (2.17 g).

後処理

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with water and brine
  3. dry with materialdried over magnesium sulfate
  4. customevaporated in vacuo
  5. customThe residue was recrystallized from ether

出典と根拠

ORDレコード
ord-78f49eade0944f58b25de858d4f6fe5b
出典データセット
uspto-grants-1997_04
特許番号
US05622976

反応ノート

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