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Potassium Carbonate → 3-[4-(3-Hydroxybutoxy)phenyl]-5-methoxymethyl-2-oxazolidinone

HRID 1681359
ノート
印刷プレビュー

反応式

HRID 1681359 の反応式
S(O[CH2:12][CH2:13][CH:14]([OH:16])[CH3:15])(C1C=CC(C)=CC=1)(=O)=O.C([O-])([O-])=O.[K+].[K+].[OH:23][C:24]1[CH:29]=[CH:28][C:27]([N:30]2[CH2:34][CH:33]([CH2:35][O:36][CH3:37])[O:32][C:31]2=[O:38])=[CH:26][CH:25]=1>CC(CC)=O>[OH:16][CH:14]([CH3:15])[CH2:13][CH2:12][O:23][C:24]1[CH:25]=[CH:26][C:27]([N:30]2[CH2:34][CH:33]([CH2:35][O:36][CH3:37])[O:32][C:31]2=[O:38])=[CH:28][CH:29]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 131054003-(4-Hydroxyphenyl) 5-methoxymethyl 2-oxazolidinoneHCID 132043233-Hydroxybutyl 4-methylbenzenesulfonate

生成物 1

HCID 97961793-[4-(3-Hydroxybutoxy)phenyl]-5-methoxymethyl-2-oxazolidinone収率 70%

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

実験手順

To a solution of 27.5 g (0.112 mol) of 1-tosyloxy-3-butanol in 250 ml of methylethylketone, are added 28.2 g (0.2 mol) of K2CO3 and 22.8 g (0.102 mol) of 3-(4-hydroxyphenyl)-5-methoxymethyl-2-oxazolidinone (code number MD 780232). The mixture is heated under reflux for 4 h 30. After filtration and concentration, the residue is taken up in 200 ml of CH2Cl2, the organic phase is washed with NaCl saturated water, dried over Na2SO4 and concentrated. After purification by flash chromatography (silica, eluent: CH2Cl2 : 98; CH3OH: 2), the aimed product is obtained with a 70% yield, m.p.: 58° C.;

後処理

  1. temperatureThe mixture is heated
  2. temperatureunder reflux for 4 h 30
  3. filtrationAfter filtration and concentration
  4. washthe organic phase is washed with NaCl saturated water
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated
  7. customAfter purification by flash chromatography (silica, eluent: CH2Cl2 : 98; CH3OH: 2)

出典と根拠

ORDレコード
ord-6dccc781d1544c94a7d3423f73e24494
出典データセット
uspto-grants-1992_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05171747

反応ノート

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