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p-Toluenesulfonic acid → (S)-4-(2-(benzyloxy)ethyl)-2,2,4-trimethyl-1,3-dioxolane

HRID 1896969
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HRID 1896969 반응식
[CH2:1]([O:8][CH2:9][CH2:10][C@:11]([CH3:15])([OH:14])[CH2:12][OH:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO[C:18](OC)([CH3:20])[CH3:19].CC1C=CC(S(O)(=O)=O)=CC=1.C([O-])(O)=O.[Na+]>C(Cl)Cl>[CH2:1]([O:8][CH2:9][CH2:10][C@@:11]1([CH3:15])[CH2:12][O:13][C:18]([CH3:20])([CH3:19])[O:14]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
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참가 물질

6

반응물 4

HCID 6101p-Toluenesulfonic acidHCID 64952,2-DimethoxypropaneHCID 516892Sodium BicarbonateHCID 67205693(S)-4-(benzyloxy)-2-methylbutane-1,2-diol

생성물 1

HCID 67204923(S)-4-(2-(benzyloxy)ethyl)-2,2,4-trimethyl-1,3-dioxolane

시약·촉매·용매 1

HCID 6344Dichloromethane
용매

실험 절차

To the mixture of compound 2 and 2,2-dimethoxypropane in DCM was added p-TSA. After TLC monitoring showed the disappearance of the starting material, aqueous NaHCO3 solution was added and then extracted with ethyl acetate three times. The combined organic phase was washed with brine and dried (Na2SO4). The solid was filtered and the solvent was removed. The residue was purified by column chromatography to give compound 3.

후처리

  1. additionwas added
  2. extractionextracted with ethyl acetate three times
  3. washThe combined organic phase was washed with brine
  4. dry with materialdried (Na2SO4)
  5. filtrationThe solid was filtered
  6. customthe solvent was removed
  7. customThe residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-32332f927dc346cca0d3a44dca6cca75
출처 데이터셋
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08518984B2

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