Sodium Bicarbonate → 1,3-Dihydroxypropan-2-yl 4-methylbenzenesulfonate

HRID 379958ノート

反応式

HRID 379958 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.Cl.[O:25]1CCOC[CH2:26]1.C([O-])(O)=[O:32].[Na+]>CO>[C:20]1([CH3:23])[CH:19]=[CH:18][C:17]([S:14]([O:13][CH:11]([CH2:10][OH:32])[CH2:26][OH:25])(=[O:15])=[O:16])=[CH:22][CH:21]=1

参加物

5

反応物 3

HCID 516892Sodium BicarbonateHCID 204431481,4-Dioxane hydrochlorideHCID 86583790cis-2-Phenyl-4-(p-toluenesulfonyloxy)-1,3-dioxane

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

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 HCl-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-df28eff20f1a42068e1189d482a2b271
出典データセット
uspto-grants-2001_10
特許番号
US06300357B1

反応ノート

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