Sodium Bicarbonate → 5-(3-Bromobenzyl)-2,2-dimethyl-1,3-dioxane

HRID 857213노트

반응식

HRID 857213 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:11]=[CH:12][CH:13]=1)[CH2:5][CH:6]([CH2:9][OH:10])[CH2:7][OH:8].O.[C:15]1(C)[CH:20]=CC(S(O)(=O)=O)=C[CH:16]=1.C(=O)([O-])O.[Na+]>CC(C)=O.C1C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]([CH:11]=[CH:12][CH:13]=1)[CH2:5][CH:6]1[CH2:7][O:8][C:15]([CH3:20])([CH3:16])[O:10][CH2:9]1

참가 물질

6

반응물 3

HCID 516892Sodium BicarbonateHCID 521998p-Toluenesulfonic acid monohydrateHCID 218669482-(3-Bromobenzyl)-1,3-propanediol

생성물 1

HCID 218667465-(3-Bromobenzyl)-2,2-dimethyl-1,3-dioxane수율 1,400.7%

시약·촉매·용매 2

HCID 180Acetone용매HCID 241Benzene용매

실험 절차

2-(3-Bromobenzyl)-1,3-propanediol (1.85 g) was dissolved in a mixture of 8 ml of acetone/18 ml of benzene, and 70 mg of p-toluenesulfonic acid monohydrate was added. The solution was subjected to azeotropic dehydration with Dean-Stark apparatus for 1 hour. After addition of saturated sodium hydrogen carbonate solution, the mixture was extracted with ethyl acetate, dried over anhydrous magnesium sulfate and concentrated. The residue was purified by silica gel column chromatography (Wakogel® C-200, n-hexane: ethyl acetate=4:1) to provide 1.47 g of the objective compound as colorless oil.

후처리

  1. additionwas added
  2. extractionthe mixture was extracted with ethyl acetate
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated
  5. customThe residue was purified by silica gel column chromatography (Wakogel® C-200, n-hexane: ethyl acetate=4:1)

출처 및 근거

ORD 기록
ord-34c24370693a42218ce877cdd688d52e
출처 데이터셋
uspto-grants-2006_12
특허 번호
US07144906B2

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