Tributylstannane → Ethyl-4-(3-methylphenyl)butanoate

HRID 5027

反応式

HRID 5027 の反応式
[CH3:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5]Cl.[C:10]([O:14][CH2:15][CH3:16])(=[O:13])[CH:11]=[CH2:12].C([SnH](CCCC)CCCC)CCC>C1(C)C=CC=CC=1>[CH2:15]([O:14][C:10](=[O:13])[CH2:11][CH2:12][CH2:5][C:4]1[CH:7]=[CH:8][CH:9]=[C:2]([CH3:1])[CH:3]=1)[CH3:16]

参加物

5

反応物 3

HCID 5948TributylstannaneHCID 8821Ethyl AcrylateHCID 12102m-Xylyl chloride

生成物 1

HCID 19797639Ethyl-4-(3-methylphenyl)butanoate

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

反応条件

温度
110 °C

実験手順

A mixture of 14.0 g of 3-methylbenzyl chloride and 50.0 g of ethyl acrylate dissolved in 300 ml of dry toluene was heated to 110° C. Separatively, 3.0 g of 2,2'-azobisisobutyronitrile(AIBN) and 32.0 g of tri-n-butyltin hydride were dissolved in 200 ml of dry toluene, which was added to the above mixture over a period of 2 hours. This reaction mixture was further heated at the boiling temperature for 2 hours and then cooled to the ambient temperature. The residues obtained after removing the solvent from the mixture were purified by silica gel column chromatography to provide ethyl-4-(3-methylphenyl)butanoate.

後処理

  1. additionwhich was added to the above mixture over a period of 2 hours
  2. temperatureThis reaction mixture was further heated at the boiling temperature for 2 hours
  3. temperaturecooled to the ambient temperature
  4. customThe residues obtained
  5. customafter removing the solvent from the mixture
  6. customwere purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-603826e869b34924b60f03525d155479
出典データセット
uspto-grants-1993_09
特許番号
US05242944

関連ノート

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