Potassium Carbonate → (S)-Glycidyl-3-benzyloxyphenol

HRID 1519

反応式

HRID 1519 の反応式
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([OH:15])[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:22](OS(C1C=CC=C([N+]([O-])=O)C=1)(=O)=O)[C@H:23]1[O:25][CH2:24]1>CC(C)=O>[CH2:22]([C:10]1[C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[CH:14][CH:13]=[CH:12][C:11]=1[OH:15])[C@@H:23]1[O:25][CH2:24]1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 138048Benzyl 3-hydroxyphenyl etherHCID 146490Benzenesulfonic acid, 3-nitro-, (2S)-2-oxiranylmethyl ester

生成物 1

HCID 54485604(S)-Glycidyl-3-benzyloxyphenol

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A mixture of 3-benzyloxyphenol (900 mg, 4.5 mMol) and potassium carbonate (1.87 g, 13.5 mMol) in acetone (45 ml) was heated under reflux for 15 mins. (S)-Glycidyl-3-nitrobenzenesulphonate (1.0 g, 4.5 mMol) was added and the reaction mixture was heated under reflux for 23 hours. After cooling the reaction mixture was filtered and the solvent was evaporated. The residue was partitioned between ethyl acetate and water. The organic fractions were combined, washed with water and brine, dried and evaporated to give the title compound as an oil.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 15 mins
  3. temperaturethe reaction mixture was heated
  4. temperatureunder reflux for 23 hours
  5. temperatureAfter cooling the reaction mixture
  6. filtrationwas filtered
  7. customthe solvent was evaporated
  8. customThe residue was partitioned between ethyl acetate and water
  9. washwashed with water and brine
  10. customdried
  11. customevaporated

出典と根拠

ORDレコード
ord-7a6d0a34d26147ccbbd1b4a703979302
出典データセット
uspto-grants-1998_03
特許番号
US05726165

関連ノート

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