反応 #43639

ord-fe868f260ebc4113b4e544be8e2d8359

反応方程式

O=Cc1ccc2c(c1)CCO2
2,3-dihydro-1-benzofuran-5-carbaldehyde
CC(=O)[O-].[Na+]
sodium acetate
BrBr
bromine
O=Cc1cc(Br)c2c(c1)CCO2
desired compound
収率 91.3%
O=Cc1cc(Br)c2c(c1)CCO2
7-bromo-2,3-dihydro-1-benzofuran-5-carbaldehyde
収率 91.3%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    洗浄washed with a saturated aqueous solution of sodium bicarbonate
  2. 2
    抽出extracted with ethyl acetate
  3. 3
    乾燥dried over sodium sulfate
  4. 4
    その他dried in vacuo

実験手順

To a solution of 2,3-dihydro-1-benzofuran-5-carbaldehyde (1.0 g, 6.75 mmol) in glacial acetic acid (8 mL) was added sodium acetate (664 mg, 8.1 mmol) and bromine (0.7 ml, 13.5 mmol) at 10° C. slowly. The reaction was stirred for 2 hours at ambient temperature. The reaction was diluted with a saturated aqueous solution of sodium thiosulfate (10 mL), washed with a saturated aqueous solution of sodium bicarbonate, and then extracted with ethyl acetate. Organics were combined, dried over sodium sulfate and dried in vacuo to give the desired compound (1.4 g, 91%).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07732461B2uspto-grants-2010_06