Methanol → 1,3-Dihydroxypropan-2-yl 4-methylbenzenesulfonate

HRID 381448ノート

反応式

HRID 381448 の反応式
C1([C@H]2O[C@@H:11]([O:13][S:14]([C:17]3[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=3)(=[O:16])=[O:15])[CH2:10]CO2)C=CC=CC=1.[C:24]([O-])(O)=[O:25].[Na+].C[OH:30]>>[C:20]1([CH3:23])[CH:19]=[CH:18][C:17]([S:14]([O:13][CH:11]([CH2:10][OH:30])[CH2:24][OH:25])(=[O:15])=[O:16])=[CH:22][CH:21]=1

参加物

4

反応物 3

HCID 887MethanolHCID 516892Sodium BicarbonateHCID 86583790cis-2-Phenyl-4-(p-toluenesulfonyloxy)-1,3-dioxane

生成物 1

HCID 103772501,3-Dihydroxypropan-2-yl 4-methylbenzenesulfonate収率 100%

実験手順

In 50 ml of methanol were dissolved 5.00 g of cis-2-phenyl-4-(p-toluenesulfonyloxy)-1,3-dioxane, and 5 ml of a 4N HC1-dioxane solution were added to the solution, followed by stirring of the resulting mixture at room temperature for 2 hours. To the reaction mixture were added 3.5 g of NaHCO3 powder, and the mixture was stirred for 10 minutes. Then, the reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The thus obtained oil was subjected to column chromatography using silica gel and eluted with ethyl acetate to obtain 3.70 g (yield: 100%) of the title compound as an oil.

後処理

  1. additionwere added to the solution
  2. stirringthe mixture was stirred for 10 minutes
  3. filtrationThen, the reaction mixture was filtered
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. washeluted with ethyl acetate

出典と根拠

ORDレコード
ord-c16dc367b8824636b51435fd08312b9c
出典データセット
uspto-grants-2001_10
特許番号
US06306880B1

反応ノート

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