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

HRID 1896969
ノート
印刷プレビュー

反応式

HRID 1896969 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane
溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-32332f927dc346cca0d3a44dca6cca75
出典データセット
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08518984B2

反応ノート

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