Ethanol → 2-(Phenylmethoxy)-1,3-propanediol

HRID 235696

反応式

HRID 235696 の反応式
[CH2:1]([O:8][CH:9]1[CH2:14][O:13]C(C2C=CC=CC=2)[O:11][CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)C.O.S(=O)(=O)(O)O>C1(C)C=CC=CC=1>[CH2:1]([O:8][CH:9]([CH2:10][OH:11])[CH2:14][OH:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 702EthanolHCID 962WaterHCID 1118Sulfuric AcidHCID 2630835-(Benzyloxy)-2-phenyl-1,3-dioxane

生成物 1

HCID 2035672-(Phenylmethoxy)-1,3-propanediol収率 81.1%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A mixture of about 338 g of 5-(benzyloxy)-2-phenyl-m-dioxane, about 1500 ml of ethanol, about 500 ml of water and about 20 ml of sulfuric acid was refluxed for about 2 hours. The ethanol was removed, the acid neutralized with solid sodium bicarbonate, the mixture steam distilled to remove benzaldehyde and then saturated with potassium carbonate. This mixture was extracted three times with ether. The ether extracts were combined, dried and evaporated. Toluene was added and evaporated. The residue was distilled via a Kugelrohr (about 0.1 mm, 170° C.) giving an oil. This oil was dissolved in about 300 ml of toluene, cooled and diluted with two volumes of petroleum ether. Refrigeration produced about 184.69 g of the desired title compound as a solid.

後処理

  1. temperaturewas refluxed for about 2 hours
  2. customThe ethanol was removed
  3. distillationthe mixture steam distilled
  4. customto remove benzaldehyde
  5. extractionThis mixture was extracted three times with ether
  6. customdried
  7. customevaporated
  8. additionToluene was added
  9. customevaporated
  10. distillationThe residue was distilled via a Kugelrohr (about 0.1 mm, 170° C.)
  11. customgiving an oil
  12. temperaturecooled

出典と根拠

ORDレコード
ord-b47a020e771640b68e2bcc52aedc2de8
出典データセット
uspto-grants-1987_02
特許番号
US04640913

関連ノート

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