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

HRID 1296204

反応式

HRID 1296204 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-7f4299c661c64149a844fba7d3690b01
出典データセット
uspto-grants-2007_07
特許番号
US07244861B2

関連ノート

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