Sodium Thiosulfate → (4-Bromo-3-methoxyphenyl)-methanol

HRID 1662771노트

반응식

HRID 1662771 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH2:6][OH:7].S([O-])(O)=O.[Na+].[Br:16]([O-])(=O)=O.[Na+].S([O-])([O-])(=O)=S.[Na+].[Na+]>CC#N.O.CCOCC>[Br:16][C:10]1[CH:9]=[CH:8][C:5]([CH2:6][OH:7])=[CH:4][C:3]=1[O:2][CH3:1]

참가 물질

7

반응물 4

HCID 24477Sodium ThiosulfateHCID 814373-Methoxybenzyl alcoholHCID 23665763Sodium BisulfiteHCID 23668195Sodium Bromate

생성물 1

HCID 13551345(4-Bromo-3-methoxyphenyl)-methanol수율 63.9%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 18373917Acetonitrile--water (1/1)용매

실험 절차

To a solution of 5.00 g of 3-methoxybenzyl alcohol in MeCN-water (180 ml, 1:1) was added 8.60 g sodium hydrogen sulfite and 8.19 g of sodium bromate and the reaction mixture was stirred at room temperature for two hours. After the reaction, an aqueous solution of 10% sodium thiosulfate and Et2O were added, and liquid separation was performed. After the organic layer was sequentially washed with 5% K2CO3, water and saturated brine, and dried over MgSO4, the drying agent was separated by filtration and the solvent was evaporated under reduced pressure. The obtained residue was purified by column chromatography (silicagel 60; mobile phase: EtOAc/n-hexane=1/4; v/v) to obtain 5.02 g of the title compound (colorless solid).

후처리

  1. customAfter the reaction
  2. customliquid separation
  3. washAfter the organic layer was sequentially washed with 5% K2CO3, water and saturated brine
  4. dry with materialdried over MgSO4
  5. customthe drying agent was separated by filtration
  6. customthe solvent was evaporated under reduced pressure
  7. customThe obtained residue was purified by column chromatography (silicagel 60; mobile phase: EtOAc/n-hexane=1/4; v/v)

출처 및 근거

ORD 기록
ord-ec3515e3343644248e698ea0ba09d04a
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08030499B2

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