反応 #983

ord-dec073da1f4d41b387cb25d85d14d5f1

反応方程式

O=Cc1ccc(C(=O)O)cc1
4-carboxybenzaldehyde
C[Si](C)(C)C=[N+]=[N-]
trimethylsilyldiazomethane
O=C([O-])O.[Na+]
NaHCO3
COC(=O)c1ccc(C=O)cc1
ester
COC(=O)c1ccc(C=O)cc1
4-Formylbenzoic acid methyl ester

溶媒

反応条件

温度
0°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    抽出extracted three times with ethyl acetate
  2. 2
    乾燥The combined organic extracts were dried over MgSO4
  3. 3
    ろ過filtered
  4. 4
    濃縮concentrated

実験手順

To a suspension of 9.6 g (63.6 mmol) of 4-carboxybenzaldehyde (Aldrich Chemical Co.) in 100 mL of CH2Cl2 at 0° C. was added excess trimethylsilyldiazomethane and the resulting mixture was allowed to stir at 0° C. for 1 h. The mixture was poured into saturated aqueous NaHCO3 and extracted three times with ethyl acetate. The combined organic extracts were dried over MgSO4, filtered and concentrated to give 4.3 g of the ester 167 as an oil. 1H NMR consistent with the product.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05723459uspto-grants-1998_03