Potassium Hydroxide → Diniconazole

HRID 1902987ノート

反応式

HRID 1902987 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1/[CH:9]=[C:10](/[N:31]1[CH:35]=[N:34][CH:33]=[N:32]1)\[CH:11](C(OC1C(C(C)C)CCC(C)C1)C([O-])=O)[C:12]([CH3:15])([CH3:14])[CH3:13].[OH-:36].[K+]>C(O)C>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1/[CH:9]=[C:10](/[N:31]1[CH:35]=[N:34][CH:33]=[N:32]1)\[CH:11]([OH:36])[C:12]([CH3:15])([CH3:14])[CH3:13]

参加物

4

反応物 2

HCID 14797Potassium HydroxideHCID 86739295(+)-[(E)-1-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-yl)-4,4-dimethyl-1-penten-3-yl]-(-)-menthoxyacetate

生成物 1

HCID 6436605Diniconazole収率 79.9%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
25 °C

実験手順

A mixture of 1.6 g of (-)-[(E)-1-(2,4-dichlorphenyl)-2-(1,2,4-triazol-1-yl)-4,4-dimethyl-1-penten-3-yl]-(-)-menthoxyacetate and 30 cc of a 95% aqueous ethanol solution containing 0.2 g of potassium hydroxide was stirred at 25° C. for one hour. The reaction mixture was poured into 200 cc of ice water and extracted with 300 cc of ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and concentrated in vacuo. The resulting crude crystals were recrystallized from a carbon tetrachloride-n-hexane mixture to obtain 0.8 g of (-)-(E)-1-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-yl)-4,4-dimethyl-1-penten-3-ol: [α]D24 -31.7 (c=1, CHCl3), melting point 160°-161° C. The NMR spectrum was the same as that of the racemate described in Reference Example 2.

後処理

  1. extractionextracted with 300 cc of ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. concentrationconcentrated in vacuo
  4. customThe resulting crude crystals were recrystallized from a carbon tetrachloride-n-hexane mixture

出典と根拠

ORDレコード
ord-9858e83f0c584216880b098f526bfafb
出典データセット
uspto-grants-1984_03
特許番号
US04435203

反応ノート

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