Water → 5-(3-Bromopropyl)-1,2,3-trimethoxybenzene

HRID 1109658

반응식

HRID 1109658 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:13][CH2:14][CH2:15]O)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].P(Br)(Br)[Br:18].O>O1CCCC1.C(OCC)(=O)C>[Br:18][CH2:15][CH2:14][CH2:13][C:5]1[CH:6]=[C:7]([O:11][CH3:12])[C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=1

참가 물질

6

반응물 3

HCID 962WaterHCID 24614Phosphorus tribromideHCID 64288433-(3,4,5-Trimethoxyphenyl)Propan-1-Ol

생성물 1

HCID 226096115-(3-Bromopropyl)-1,2,3-trimethoxybenzene수율 84%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 3-(3,4,5-trimethoxyphenyl)-propan-1-ol (9.50 g, 0.042 mol) in 50 ml of tetrahydrofuran, 5.0 ml (0.053 mol) of phosphorus tribromide were added dropwise at 0° C., followed by stirring at room temperature for 12 hours. The reaction mixture was added with water under ice cooling. The resulting solution was dissolved in 200 ml of ethyl acetate. The orqanic layer was washed successively with water, saturated NaHCO3 and saturated NaCl and then dried over anhydrous magnesium sulfate. The solvent was thereafter distilled off under reduced pressure. The oil thus obtained was purified by column chromatography (silica gel: "MERCK #9385", eluent: ether), whereby 10.2 g of the title compound were obtained as colorless oil (yield: 84%).

후처리

  1. washThe orqanic layer was washed successively with water, saturated NaHCO3 and saturated NaCl
  2. dry with materialdried over anhydrous magnesium sulfate
  3. distillationThe solvent was thereafter distilled off under reduced pressure
  4. customThe oil thus obtained
  5. customwas purified by column chromatography (silica gel: "MERCK #9385", eluent: ether)

출처 및 근거

ORD 기록
ord-3d1b16a97d0447d782c6317784bbae8a
출처 데이터셋
uspto-grants-1994_06
특허 번호
US05321135

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