3-溴-4-羟基苯甲醛 → 3-Bromo-4-((4-methoxybenzyl)oxy)benzaldehyde

HRID 68614

反应方程式

HRID 68614 反应方程式
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[OH:10])[CH:5]=[O:6].Br[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=1.CCN(C(C)C)C(C)C>C(Cl)Cl>[CH3:20][O:19][C:16]1[CH:17]=[CH:18][C:13]([CH2:12][O:10][C:9]2[CH:8]=[CH:7][C:4]([CH:5]=[O:6])=[CH:3][C:2]=2[Br:1])=[CH:14][CH:15]=1

参与物

5

反应物 3

HCID 763083-溴-4-羟基苯甲醛HCID 81531N,N-二异丙基乙胺HCID 1650214-甲氧基溴苄

产物 1

HCID 230102233-Bromo-4-((4-methoxybenzyl)oxy)benzaldehyde收率 100%

试剂、催化剂与溶剂 1

HCID 6344二氯甲烷溶剂2 次

实验过程

To a solution of 3-bromo-4-hydroxybenzaldehyde (5.0 g, 24.9 mmol; 1 eq) in DCM (10 mL), was added 1-(bromomethyl)-4-methoxybenzene (6.0 g, 29.88 mmol, 1.2 eq, Aldrich, Milwaukee, Wis., USA) and DIEA (8.7 mL, 49.7 mmol, 2 eq). After stirring at room temperature for 18 h, the reaction mixture was diluted with DCM and washed with saturated NaHCO3 and brine. The organic layer was dried (Na2SO4), filtered and concentrated in vacuo to give 8.0 g of 4-(4-methoxybenzyloxy)-3-bromobenzaldehyde (32).

后处理

  1. washwashed with saturated NaHCO3 and brine
  2. dry with materialThe organic layer was dried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

来源与证据

ORD记录
ord-095c940df06246f88c3e22d39134361a
来源数据集
uspto-grants-2014_09
专利号
US08822467B2

关联笔记

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