反应 #2006416

ord-479347c73df04b7e86de16f02bedb713

反应方程式

C[O-].[Na+]
Sodium methoxide
O=Cc1ccc(C(=O)O)cc1
4-carboxybenzaldehyde
CC(=O)c1ccccc1
acetophenone
O=C(O)c1ccc(C=CC(=O)c2ccccc2)cc1
43
收率 72.0%
O=C(O)c1ccc(C=CC(=O)c2ccccc2)cc1
4-(3-oxo-3-Phenylpropenyl)-benzoic Acid
收率 72.0%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他half of the volume of methanol was removed under reduced pressure
  2. 2
    workup.ADDITIONThe mixture was poured into HCl 1M (50 mL) (until pH=2) and ethyl acetate
  3. 3
    workup.ADDITIONwas added
  4. 4
    萃取The separated aqueous layer was extracted with ethyl acetate (3×30 mL)
  5. 5
    干燥dried (MgSO4 anh.)
  6. 6
    过滤filtered
  7. 7
    其他evaporated
  8. 8
    其他The residue was triturated with dichloromethane-hexanes (1:1)

实验过程

Sodium methoxide (1.8 g, 33.3 mmol) was added to a stirred suspension of 4-carboxybenzaldehyde (2.5 g, 16.6 mmol) and acetophenone (2.0 g uL, 16.6 mmol) in methanol (50 mL) at room temperature. The mixture was stirred at room temperature for 16 hours, and half of the volume of methanol was removed under reduced pressure. The mixture was poured into HCl 1M (50 mL) (until pH=2) and ethyl acetate was added. The separated aqueous layer was extracted with ethyl acetate (3×30 mL) dried (MgSO4 anh.), filtered and evaporated. The residue was triturated with dichloromethane-hexanes (1:1) to afford 3 g of 43 (72% yield).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: USRE043343E1uspto-grants-2012_05