反応 #64431

ord-26810b48b3c1469f94b5bd575d02ab24

反応方程式

Oc1cccc(Br)c1
3-bromophenol
CCOC(=O)CCCBr
ethyl 4-bromobutyrate
O=C([O-])[O-].[K+].[K+]
K2CO3
CCOC(=O)CCCOc1cccc(Br)c1
ethyl 4-(3-bromophenoxy)butyrate
収率 81.0%

溶媒

反応条件

温度
60°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    抽出This mixture is extracted with ether
  2. 2
    抽出the ether extract
  3. 3
    洗浄is washed with water
  4. 4
    乾燥dried over MgSO4
  5. 5
    ろ過After filtration and concentration

実験手順

To a solution of 7.0 g of 3-bromophenol and 7.8 g of ethyl 4-bromobutyrate in 50 ml of DMF is added 11.2 g of K2CO3. The mixture is heated at 60° C. for 1 day and then poured into an ice-water mixture. This mixture is extracted with ether, and the ether extract is washed with water and dried over MgSO4. After filtration and concentration, a solution of 9.3 g of the ethyl 4-(3-bromophenoxy)butyrate obtained in 100 ml of THF is cooled to 0° C.; and 130 ml of a 1.5M solution of DIBAL-H in toluene is added dropwise. The reaction is stirred for 1 hour at 0° C. and 2 hours at room temperature, following which the reaction mixture is poured into a mixture of ice/3N HCl and extracted with ether. The ether extract is washed with water and dried over MgSO4. Filtration and concentration yields 4-(3 -Bromophenoxy)butan-1-ol.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05412137uspto-grants-1995_05