1,3-Propanediol → 2-Chloromethyl-2-(2,5-dimethylphenyl)-[1,3]dioxane

HRID 1866790ノート

反応式

HRID 1866790 の反応式
[Cl:1][CH2:2][C:3]([C:5]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:6]=1[CH3:12])=[O:4].[CH2:13](O)[CH2:14][CH2:15][OH:16]>C1(C)C(C)=CC=CC=1>[Cl:1][CH2:2][C:3]1([C:5]2[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:6]=2[CH3:12])[O:16][CH2:15][CH2:14][CH2:13][O:4]1

参加物

4

反応物 2

HCID 104421,3-PropanediolHCID 23636932-Chloro-1-(2,5-dimethylphenyl)ethan-1-one

生成物 1

HCID 160501372-Chloromethyl-2-(2,5-dimethylphenyl)-[1,3]dioxane

試薬・触媒・溶媒 1

HCID 7237O-Xylene溶媒

実験手順

A mixture of 18.3 g [0.1 mol] of 2-chloro-1-(2,5-dimethylphenyl)ethanone, 15.2 g [0.2 mol] of trimethylene glycol, 1.9 g [0.01 mol] of p-TsOH hydrate and 150 ml of xylene is heated to boiling with a water trap for about 5 hours. Part of the xylene is then distilled off, and the reaction mixture is extracted at room temperature with 30 ml of saturated aqueous NaCl solution and twice with 100 ml of water each time. The organic phase is dried over sodium sulfate and concentrated in vacuo, and all volatiles are distilled off up to about 87° C. under 0.25 mbar. 22.9 g of residue remain with, according to GC, 83.9% product (79.8% of theory).

後処理

  1. temperatureis heated
  2. distillationPart of the xylene is then distilled off
  3. extractionthe reaction mixture is extracted at room temperature with 30 ml of saturated aqueous NaCl solution and twice with 100 ml of water each time
  4. dry with materialThe organic phase is dried over sodium sulfate
  5. concentrationconcentrated in vacuo
  6. distillationall volatiles are distilled off up to about 87° C. under 0.25 mbar

出典と根拠

ORDレコード
ord-27cff38d8b52462bb319f8f783d4d036
出典データセット
uspto-grants-2009_12
特許番号
US07629476B2

反応ノート

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