反应 #216166

ord-bd269a868f1d4ad1abef158b56e8e803

反应方程式

O=CCc1ccccc1
phenylacetaldehyde
C[O-].[Na+]
Sodium methoxide
C[N+](=O)[O-]
nitromethane
O=[N+]([O-])CC(O)Cc1ccccc1
desired product
收率 80.1%
O=[N+]([O-])CC(O)Cc1ccccc1
(±)-1-Nitromethyl-2-phenylethanol
收率 80.1%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    workup.STIRRINGthe mixture stirred for 45 minutes at 0° C.
  2. 2
    workup.WAITbrought to room temperature over 1 hour
  3. 3
    workup.STIRRINGstirred overnight
  4. 4
    其他The mixture was evaporated in vacuo
  5. 5
    萃取extracted with ether
  6. 6
    洗涤The combined extracts were washed with water and brine
  7. 7
    其他evaporated in vacuo

实验过程

Sodium methoxide (1.1 g) was added to a stirred solution of nitromethane (Aldrich, 12.2 g) in methanol (100 ml) at 0° C. and the mixture stirred for 10 minutes. A solution of phenylacetaldehyde (Aldrich, 24.0 g) in methanol (50 ml) was added dropwise over 15 minutes and the mixture stirred for 45 minutes at 0° C., then brought to room temperature over 1 hour and stirred overnight. The mixture was evaporated in vacuo and the residue taken up in water and extracted with ether. The combined extracts were washed with water and brine and evaporated in vacuo to give the desired product as a yellow oil (29.0 g).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US05466699uspto-grants-1995_11