Water → 4-Hydroxy-3,5-dimethoxybenzyl 4-hydroxyphenyl thioether

HRID 357709

반응식

HRID 357709 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][C:10]2[CH:15]=[C:14]([O:16][CH3:17])[C:13]([O:18]C)=[C:12]([O:20][CH3:21])[CH:11]=2)=[CH:4][CH:3]=1.O>C(Cl)Cl>[OH:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][C:10]2[CH:15]=[C:14]([O:16][CH3:17])[C:13]([OH:18])=[C:12]([O:20][CH3:21])[CH:11]=2)=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 962WaterHCID 3841364-((3,4,5-Trimethoxybenzyl)thio)phenol

생성물 1

HCID 158403984-Hydroxy-3,5-dimethoxybenzyl 4-hydroxyphenyl thioether수율 63%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
-78 °C

실험 절차

3,4,5-Trimethoxybenzyl 4-hydroxyphenyl thioether (3 g, 9.8 mmol), prepared as described in Example 1, was dissolved in 60 ml of dry methylene chloride, and cooled to -78° C. A solution of borontribromide (2.8 ml, 29.5 mmol) in 10 ml of methylene chloride was added dropwise to the above solution. The mixture was stirred to room temperature, and immediately cooled to 0° C. Water (50 ml) was then added dropwise, and the methylene chloride layer was separated. The crude product, obtained after being dried over magnesium sulfate and concentrated, was purified on silica gel column chromatography (ethyl acetate/n-hexane=1/2) to give 1.8 g (63% yield) of 4-hydroxy-3,5-dimethoxybenzyl 4-hydroxyphenyl thioether as a white solid.

후처리

  1. temperatureimmediately cooled to 0° C
  2. customthe methylene chloride layer was separated
  3. customThe crude product, obtained
  4. dry with materialafter being dried over magnesium sulfate
  5. concentrationconcentrated
  6. customwas purified on silica gel column chromatography (ethyl acetate/n-hexane=1/2)

출처 및 근거

ORD 기록
ord-452f5651b20a4cdf9b9505d7bd5ee1a0
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05840991

연결된 노트

불러오는 중…