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

HRID 54540ノート

反応式

HRID 54540 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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).

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 diethyl ether

出典と根拠

ORDレコード
ord-008dbd1864a042c18c6448049da19547
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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