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

HRID 235696

반응식

HRID 235696 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 2035672-(Phenylmethoxy)-1,3-propanediol수율 81.1%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b47a020e771640b68e2bcc52aedc2de8
출처 데이터셋
uspto-grants-1987_02
특허 번호
US04640913

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