Hydrochloric Acid → (5-Bromo-2,3-dimethoxyphenyl)methanol

HRID 1296204

반응식

HRID 1296204 반응식
[Br:1][C:2]1[CH:3]=[C:4]([O:12][CH3:13])[C:5]([O:10][CH3:11])=[C:6]([CH:9]=1)[CH:7]=[O:8].[BH4-].[Na+].Cl>O1CCCC1.C(O)C>[Br:1][C:2]1[CH:3]=[C:4]([O:12][CH3:13])[C:5]([O:10][CH3:11])=[C:6]([CH:9]=1)[CH2:7][OH:8]

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 3224055-Bromo-2,3-dimethoxybenzaldehydeHCID 4311764Sodium borohydride

생성물 1

HCID 2194090(5-Bromo-2,3-dimethoxyphenyl)methanol수율 95.5%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8028Tetrahydrofuran용매

실험 절차

10.67 g of 5-bromo-2,3-dimethoxybenzaldehyde was dissolved in 100 ml of tetrahydrofuran and 100 ml of ethanol, and 1 g of sodium borohydride was added, and then the solution was stirred overnight at room temperature. 1 N hydrochloric acid was added thereto, followed by extracting with ethyl acetate. The organic layer was washed with water and an aqueous saturated sodium chloride, dried over anhydrous magnesium sulfate and the solvent was evaporated, to give 10.27 g of 5-bromo-2,3-dimethoxybenzyl alcohol. 5.326 g of this crude product was dissolved in 50 ml of N,N-dimethylformamide, and 1.8 g of imidazole and 5.9 g of t-butylchlorodiphenylsilane were added thereto, and the solution was stirred overnight at room temperature. The reaction mixture was diluted with ethyl acetate, and the organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and the solvent was evaporated, to give 10.72 g of [(5-bromo-2,3-dimethoxybenzyl)oxy](t-butyl)diphenylsilane.

후처리

  1. extractionby extracting with ethyl acetate
  2. washThe organic layer was washed with water
  3. dry with materialan aqueous saturated sodium chloride, dried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated

출처 및 근거

ORD 기록
ord-7f4299c661c64149a844fba7d3690b01
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07244861B2

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