Carbon tetrabromide → 5-Bromomethyl-2-phenyl-1,3-dioxane

HRID 728484노트

반응식

HRID 728484 반응식
O[CH2:2][CH:3]1[CH2:8][O:7][CH:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[O:5][CH2:4]1.[Br:15]C(Br)(Br)Br.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1C=CC=CC=1>[Br:15][CH2:2][CH:3]1[CH2:8][O:7][CH:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[O:5][CH2:4]1

참가 물질

5

반응물 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 10679342(2-Phenyl-1,3-dioxan-5-yl)methanol

생성물 1

HCID 148351015-Bromomethyl-2-phenyl-1,3-dioxane수율 75.6%

시약·촉매·용매 1

HCID 241Benzene용매

반응 조건

온도
70 °C

실험 절차

To a vigorously stirred solution of 19.4 g (0.1M) of 5-hydroxymethyl-2-phenyl-1,3-dioxane m1 and 33.1 g (0.1M) of tetrabromomethane in 60 ml of anhydrous benzene at 70° C., is added 26.2 g (0.1M) of triphenylphosphine in 45 minutes. After stirring at 70° C. for an another 30 minutes, the solvent is evaporated. To the residue is added 200 ml of ether and ether insoluble triphenylphosphine oxide is removed by filtration. After repeating this procedure twice, the solvent of the filtrated is evaporated. Distillation of the residual product gives 19.391 g (75.4% yield) of the titled compound m2.

후처리

  1. customthe solvent is evaporated
  2. additionTo the residue is added 200 ml of ether and ether insoluble triphenylphosphine oxide
  3. customis removed by filtration
  4. customthe solvent of the filtrated is evaporated
  5. distillationDistillation of the residual product

출처 및 근거

ORD 기록
ord-50f0085ed74e4105b55f2c80870ee582
출처 데이터셋
uspto-grants-1991_09
특허 번호
US05047540

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