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Benzaldehyde → 5,5-Bis(bromomethyl)-2-phenyl-1,3-dioxane

HRID 2073327
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반응식

HRID 2073327 반응식
[Br:1][CH2:2][C:3]([CH2:8][Br:9])([CH2:6][OH:7])[CH2:4][OH:5].[CH:10](=O)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.S(=O)(=O)(O)O>C1C=CC=CC=1>[Br:1][CH2:2][C:3]1([CH2:8][Br:9])[CH2:6][O:7][CH:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[O:5][CH2:4]1
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참가 물질

5

반응물 3

HCID 240BenzaldehydeHCID 1118Sulfuric AcidHCID 186922,2-Bis(bromomethyl)-1,3-propanediol

생성물 1

HCID 218230705,5-Bis(bromomethyl)-2-phenyl-1,3-dioxane수율 88.6%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

2,2-Bis(bromomethyl)propane-1,3-diol (250 g) and benzaldehyde (110 g) were added to benzene (500 cm3) containing concentrated sulphuric acid (2 cm3) and the mixture boiled. Water was removed using a Dean Stark apparatus. After about 6 hours the reaction was complete. The mixture was cooled and the sulphuric acid neutralised by the addition of excess sodium bicarbonate. The resulting solution was filtered and the benzene removed under reduced pressure to give an oil which solidified on standing. Recrystallisation from petroleum ether gave the 1,3-dioxane (296 g) as a white solid (m.p. 66° C.).

후처리

  1. customWater was removed
  2. temperatureThe mixture was cooled
  3. additionthe sulphuric acid neutralised by the addition of excess sodium bicarbonate
  4. filtrationThe resulting solution was filtered
  5. customthe benzene removed under reduced pressure
  6. customto give an oil which
  7. customRecrystallisation from petroleum ether

출처 및 근거

ORD 기록
ord-4550d0a6d92b4106909d601e2b4b7037
출처 데이터셋
uspto-grants-1990_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04916214

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