Water → HCID 57964979、化合物

HRID 1931579ノート

反応式

HRID 1931579 の反応式
[CH:1]([C:4]1[N:8]=[C:7]([CH:9]2[CH2:14][CH2:13][C:12](=O)[CH2:11][CH2:10]2)[O:6][N:5]=1)([CH3:3])[CH3:2].O.[NH2:17][NH2:18].[BH4-].[Na+].O>CO>[CH:1]([C:4]1[N:8]=[C:7]([CH:9]2[CH2:14][CH2:13][CH:12]([NH:17][NH2:18])[CH2:11][CH2:10]2)[O:6][N:5]=1)([CH3:3])[CH3:2]

参加物

6

反応物 4

HCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 4311764Sodium borohydrideHCID 579649554-(3-Isopropyl-1,2,4-oxadiazol-5-YL)cyclohexan-1-one2 回

生成物 1

HCID 57964979HCID 57964979、化合物収率 43%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
0 °C

実験手順

A mixture of 4-(3-isopropyl-[1,2,4]oxadiazol-5-yl)-cyclohexanone (Intermediate 11; 600 mg, 2.9 mmol) and hydrazine hydrate (160 mg, 3.2 mmol) in methanol (2 mL) was heated at reflux for 3 h. The reaction mixture was cooled to 0° C. and sodium borohydride (220 mg, 5.8 mmol) was added portionwise. The reaction mixture was stirred at 0° C. for 4 h and then at room temperature overnight. Water was added and the aqueous layer was extracted three times with ethyl acetate. The combined organic layers were dried (sodium sulfate), filtered, and evaporated to give [4-(3-isopropyl-[1,2,4]oxadiazol-5-yl)-cyclohexyl]-hydrazine (280 mg, 43%) which was used directly in the next step without further purification. Mass spectrum M+=224.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 3 h
  3. customat room temperature
  4. customovernight
  5. extractionthe aqueous layer was extracted three times with ethyl acetate
  6. dry with materialThe combined organic layers were dried (sodium sulfate)
  7. filtrationfiltered
  8. customevaporated

出典と根拠

ORDレコード
ord-d534982253bc416bbdbdea12a5bd85f7
出典データセット
uspto-grants-2012_05
特許番号
US08188098B2

反応ノート

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