Water → 5-(Benzyloxy)-2-phenyl-1,3-dioxane

HRID 235695

반응식

HRID 235695 반응식
[H-].[Na+].[C:3]1([CH:9]2[O:14][CH2:13][CH:12]([OH:15])[CH2:11][O:10]2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH2:16](Br)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.O>CN(C)C=O>[CH2:16]([O:15][CH:12]1[CH2:13][O:14][CH:9]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=2)[O:10][CH2:11]1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 743621,3-Dioxan-5-ol, 2-phenyl-

생성물 1

HCID 2630835-(Benzyloxy)-2-phenyl-1,3-dioxane수율 90%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a suspension of about 19.63 g of about 50% sodium hydride in about 450 ml of dimethylformamide was added, portionwise, over about 15 minutes about 67 g of 2-phenyl-m-dioxan-5-ol. After stirring about 20 minutes, the mixture was cooled in ice and about 69.95 g of benzyl bromide was added dropwise over about 20 minutes. The mixture was stirred at room temperature overnight, water was added and the solid collected. This solid was dissolved in hot toluene, dried, filtered and diluted with an equal volume of petroleum ether. After standing about 4 hours at about 0° C. the solid was collected, giving about 90.5 g of the desired title compound.

후처리

  1. additionwas added
  2. temperaturethe mixture was cooled in ice
  3. stirringThe mixture was stirred at room temperature overnight
  4. customthe solid collected
  5. dissolutionThis solid was dissolved in hot toluene
  6. customdried
  7. filtrationfiltered
  8. additiondiluted with an equal volume of petroleum ether
  9. waitAfter standing about 4 hours at about 0° C.
  10. customthe solid was collected

출처 및 근거

ORD 기록
ord-23dc470eed9645dab8a88b4466bec5bc
출처 데이터셋
uspto-grants-1987_02
특허 번호
US04640913

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