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

HRID 54540노트

반응식

HRID 54540 반응식
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:13][N:12]=[C:11]([C:14](OCC)=[O:15])[N:10]=2)=[CH:5][CH:4]=1)#[N:2].O1CCCC1.[BH4-].[Na+].O>CO>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([C:9]2[O:13][N:12]=[C:11]([CH2:14][OH:15])[N:10]=2)=[CH:7][CH:8]=1)#[N:2]

참가 물질

6

반응물 4

HCID 962WaterHCID 8028TetrahydrofuranHCID 4311764Sodium borohydrideHCID 199591483-Ethoxycarbonyl-5-(4-cyanophenyl)-1,2,4-oxadiazole

생성물 1

HCID 199591695-(4-Cyanophenyl)-3-hydroxymethyl-1,2,4-oxadiazole수율 96.7%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 5-(4-cyanophenyl)-3-ethoxycarbonyl-1,2,4-oxadiazole (5.0 g) in methanol (50 ml)--tetrahydrofuran (50 ml) was added sodium borohydride (0.93 g) at 0° C. After stirring at 5°-10° C. for 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 diethyl ether to give 5-(4-cyanophenyl)-3-hydroxymethyl-1,2,4-oxadiazole (4.0 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 diethyl ether

출처 및 근거

ORD 기록
ord-008dbd1864a042c18c6448049da19547
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05622976

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