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1-Chloro-4-(chloromethyl)benzene → 1-(5-Methyl-1,3-dioxan-5-yl)-2-(1,2,4-triazol-1-yl)-3-(4-chlorophenyl)-propan-1-one

HRID 851622
ノート
印刷プレビュー

反応式

HRID 851622 の反応式
[CH3:1][C:2]1([C:8](=[O:15])[CH2:9][N:10]2[CH:14]=[N:13][CH:12]=[N:11]2)[CH2:7][O:6][CH2:5][O:4][CH2:3]1.[H-].[Na+].[Cl:18][C:19]1[CH:26]=[CH:25][C:22]([CH2:23]Cl)=[CH:21][CH:20]=1>CN(C)C=O>[CH3:1][C:2]1([C:8](=[O:15])[CH:9]([N:10]2[CH:14]=[N:13][CH:12]=[N:11]2)[CH2:23][C:22]2[CH:25]=[CH:26][C:19]([Cl:18])=[CH:20][CH:21]=2)[CH2:7][O:6][CH2:5][O:4][CH2:3]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 77231-Chloro-4-(chloromethyl)benzeneHCID 24758Sodium hydrideHCID 128556521-(5-Methyl-1,3-dioxan-5-yl)-2-(1,2,4-triazol-1-yl)-ethan-1-one

生成物 1

HCID 128556531-(5-Methyl-1,3-dioxan-5-yl)-2-(1,2,4-triazol-1-yl)-3-(4-chlorophenyl)-propan-1-one収率 66.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒3 回

反応条件

温度
25 °C

実験手順

A solution of 105.5 g (0.5 mole) of 1-(5-methyl-1,3-dioxan-5-yl)-2-(1,2,4-triazol-1-yl)-ethan-1-one in 100 ml of dimethylformamide is added dropwise, at 20°-25° C., to a suspension, stirred under pure nitrogen, of 13.2 g (0.55 mole) of sodium hydride in 100 ml of dry dimethylformamide. The reaction mixture is then stirred for three hours at 25° C., after which a solution of 81 g (0.5 mole) of 4-chlorobenzyl chloride in 50 ml of dimethylformamide is added dropwise and stirring is then continued for 14 hours. 50 ml of ice water are then cautiously added dropwise and the mixture is concentrated under reduced pressure. The residue is partitioned between 400 ml of methylene chloride and 200 ml of water and the organic phase is washed with three times 200 ml of water, dried over Na2SO4 and evaporated down. 112 g (66.8%) of 1-(5-methyl-1,3-dioxan-5-yl)-2-(1,2,4-triazol-1-yl)-3-(4-chlorophenyl)-propan-1-one are obtained as a pale yellow resin.

後処理

  1. stirringstirring
  2. waitis then continued for 14 hours
  3. concentrationthe mixture is concentrated under reduced pressure
  4. customThe residue is partitioned between 400 ml of methylene chloride and 200 ml of water
  5. washthe organic phase is washed with three times 200 ml of water
  6. dry with materialdried over Na2SO4
  7. customevaporated down

出典と根拠

ORDレコード
ord-bc7236ccd955423fbb48b5be287711d8
出典データセット
uspto-grants-1983_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04385925

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート