Water → Triadimenol-tert-butylhydroxy

HRID 126882ノート

反応式

HRID 126882 の反応式
[Cl:1][C:2]1[CH:21]=[CH:20][C:5]([O:6][CH:7]([N:15]2[CH:19]=[N:18][CH:17]=[N:16]2)[C:8](=[O:14])[C:9]([CH3:13])([CH3:12])[CH2:10][OH:11])=[CH:4][CH:3]=1.[BH4-].[Na+].O.C(Cl)Cl>C(O)(C)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][CH:7]([N:15]2[CH:19]=[N:18][CH:17]=[N:16]2)[CH:8]([OH:14])[C:9]([CH3:12])([CH3:13])[CH2:10][OH:11])=[CH:20][CH:21]=1

参加物

6

反応物 4

HCID 962WaterHCID 6344DichloromethaneHCID 4311764Sodium borohydrideHCID 202882411-(4-Chlorophenoxy)-3-(hydroxymethyl)-3-methyl-1-(1H-1,2,4-triazol-1-yl)-2-butanone

生成物 1

HCID 20288249Triadimenol-tert-butylhydroxy収率 68.2%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

25 g (0.08 mol) of 1-(4-chlorophenoxy)-1-(1,2,4-triazol-1-yl)-3,3-dimethyl-4-hydroxy-butan-2-one were dissolved in 350 ml of isopropanol, and 3.5 g of sodium borohydride were added in portions at room temperature. The mixture was stirred at room temperature for 15 hours, 500 ml of water were added, the mixture was stirred at room temperature for a further 15 hours, 300 ml of methylene chloride were added and the organic phase was washed three times with 100 ml of water each time. The organic phase was dried over sodium sulphate, the solvent was distilled off under a waterpump vacuum and 100 ml of ether were added to the residue. 17 g (67.6% of theory) of 1-(4-chlorophenoxy)-1-(1,2,4-triazol-1-yl)-3,3-dimethyl-butane-2,4-diol were obtained as colorless crystals of melting point 110°-112° C. ##STR19##

後処理

  1. stirringthe mixture was stirred at room temperature for a further 15 hours
  2. washthe organic phase was washed three times with 100 ml of water each time
  3. dry with materialThe organic phase was dried over sodium sulphate
  4. distillationthe solvent was distilled off under a waterpump vacuum and 100 ml of ether
  5. additionwere added to the residue

出典と根拠

ORDレコード
ord-a3246066df934bcdb734d5e1ca7c885a
出典データセット
uspto-grants-1981_03
特許番号
US04254132

反応ノート

読み込み中…