Benzene → HCID 19096630、化合物

HRID 486852ノート

反応式

HRID 486852 の反応式
[Cl:1][CH2:2][CH:3]1[O:8][C:7](=[O:9])[CH2:6][CH:5](O)[CH2:4]1.C1(C)C=CC(S(O)(=O)=O)=CC=1.C1C=CC=CC=1>C(OCC)(=O)C>[Cl:1][CH2:2][C:3]1[O:8][C:7](=[O:9])[CH2:6][CH2:5][CH:4]=1

参加物

5

反応物 3

HCID 241Benzene2 回HCID 6101p-Toluenesulfonic acidHCID 22556038HCID 22556038、化合物

生成物 1

HCID 19096630HCID 19096630、化合物収率 81%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of 50 mg (0.304 mmol) of (+)-6-chloromethyl-4-hydroxytetrahydropyran-2-one obtained in Example 3, 57.8 mg (0.304 mmol) of p-toluenesulfonic acid and 5 ml of benzene was refluxed for 30 minutes. After completion of the reaction, benzene was distilled off and distilled water were added thereto, and the solution was extracted with dichloromethane, followed by drying over anhydrous magnesium sulfate. After the solvent was distilled off, the resultant residue was subjected to column chromatography (an eluent of hexane:ethyl acetate=4:1), thereby obtaining 35.8 mg (yield 81%) of (-)-6- chloromethyldihydropyran-2-one.

後処理

  1. temperaturewas refluxed for 30 minutes
  2. distillationwas distilled off
  3. distillationdistilled water
  4. additionwere added
  5. extractionthe solution was extracted with dichloromethane
  6. dry with materialby drying over anhydrous magnesium sulfate
  7. distillationAfter the solvent was distilled off

出典と根拠

ORDレコード
ord-d9bf080b1ce74292a2a26552e14be1bd
出典データセット
uspto-grants-1994_03
特許番号
US05292891

反応ノート

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