Ethylene Glycol → 2-[2-(N-allyloxycarbonyl-N-benzylamino)-1-hydroxyethyl]-2-methyl-1,3-dioxolane

HRID 1029661

反応式

HRID 1029661 の反応式
[CH2:1]([O:4][C:5]([N:7]([CH2:15][CH:16]([OH:23])[C:17]#[C:18][Si](C)(C)C)[CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:6])[CH:2]=[CH2:3].[CH2:24]([OH:27])[CH2:25][OH:26].O1CCCC1.C(=O)([O-])O.[Na+]>S(=O)(=O)(O)O.S([O-])([O-])(=O)=O.[Hg+2]>[CH2:1]([O:4][C:5]([N:7]([CH2:15][CH:16]([C:17]1([CH3:18])[O:27][CH2:24][CH2:25][O:26]1)[OH:23])[CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:6])[CH:2]=[CH2:3]

参加物

7

反応物 4

HCID 174Ethylene GlycolHCID 8028TetrahydrofuranHCID 516892Sodium BicarbonateHCID 15117298HCID 15117298、化合物

生成物 1

HCID 151172992-[2-(N-allyloxycarbonyl-N-benzylamino)-1-hydroxyethyl]-2-methyl-1,3-dioxolane

試薬・触媒・溶媒 2

HCID 24544Mercuric sulfate触媒HCID 1118Sulfuric Acid溶媒

実験手順

Mercury(II) sulfate (3.55 g) was added to a solution of 1-(N-allyloxycarbonyl-N-benzylamino)-4-trimethylsilyl-3-butyn-2-ol (19.75 g) in a mixture of sulfuric acid (0.15 ml), ethylene glycol (60 ml), and tetrahydrofuran (120 ml). The mixture was stirred at 30°~40° C. for 35 hours. Sodium hydrogen carbonate (1 g) was added to the mixture and the mixture was stirred at 30°~40° C. for one hour. An insoluble material was filtered off and the filtrate was concentrated under reduced pressure to give a syrup. A solution of the syrup in ethyl acetate (250 ml) was washed with water (150 ml), dried over magnesium sulfate, and concentrated under reduced pressure to give an oil. The oil was subjected to a column chromatography on silica gel (400 g) and eluted with a mixture of hexane and ethyl acetate (5:5, V/V) to give 2-[2-(N-allyloxycarbonyl-N-benzylamino)-1-hydroxyethyl]-2-methyl-1,3-dioxolane (11.6 g) as a syrup.

後処理

  1. stirringthe mixture was stirred at 30°~40° C. for one hour
  2. filtrationAn insoluble material was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customto give a syrup
  5. washA solution of the syrup in ethyl acetate (250 ml) was washed with water (150 ml)
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customto give an oil
  9. washeluted with a mixture of hexane and ethyl acetate (5:5, V/V)

出典と根拠

ORDレコード
ord-42f6adafc374424eb09d54359c8aa7e8
出典データセット
uspto-grants-1992_04
特許番号
US05102877

関連ノート

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