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

HRID 2106072노트

반응식

HRID 2106072 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 7237O-Xylene용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-0b80a20ace484d69aa2ab34a6a9d32e7
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07579500B2

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