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

HRID 54541노트

반응식

HRID 54541 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-78f49eade0944f58b25de858d4f6fe5b
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05622976

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