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

HRID 847001ノート

反応式

HRID 847001 の反応式
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

参加物

5

反応物 3

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

生成物 1

HCID 148351015-Bromomethyl-2-phenyl-1,3-dioxane収率 75.6%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

反応条件

温度
70 °C

実験手順

To a vigorously stirred solution of 19.4 g (0.1M) of 5-hydroxymethyl-2-phenyl-1,3-dioxane ml 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. B.P. 145°~158° C. (1 mmHg).

後処理

  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

出典と根拠

ORDレコード
ord-6ed750b70a2c44d0ac4df7c84ece783f
出典データセット
uspto-grants-1992_08
特許番号
US05138067

反応ノート

読み込み中…