Sulfuric Acid → 2,5-Dibromobenzene-1,4-dicarbaldehyde

HRID 542397ノート

反応式

HRID 542397 の反応式
[Br:1][C:2]1[CH:7]=[C:6]([CH:8](OC(=O)C)[O:9]C(=O)C)[C:5]([Br:17])=[CH:4][C:3]=1[CH:18](OC(=O)C)[O:19]C(=O)C.S(=O)(=O)(O)O>C(O)C.O>[Br:1][C:2]1[CH:7]=[C:6]([CH:8]=[O:9])[C:5]([Br:17])=[CH:4][C:3]=1[CH:18]=[O:19]

参加物

5

反応物 2

HCID 1118Sulfuric AcidHCID 13930751HCID 13930751、化合物

生成物 1

HCID 123535442,5-Dibromobenzene-1,4-dicarbaldehyde収率 87%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒2 回

反応条件

温度
-10 °C

実験手順

Unpurified 2,5-dibromo-α,α,α',α'-tetraacetoxy-1,4-xylene (60.5 g, 0.122 mole) was dissolved with stirring in three liters of hot ethanol. Then 450 ml of water was added followed by 75 ml of concentrated sulfuric acid which was added very slowly. After being allowed to reflux for an hour, the reaction mixture was diluted with 900 ml of hot water. Cooling overnight at -10° C. resulted in the recrystallization of 30.9 g (87% yield) of 2,5-dibromoterephthalaldehyde, mp 184°-189° C. (lit 189°-190.5° C.) which was isolated by filtration.

後処理

  1. additionwas added very slowly
  2. temperatureto reflux for an hour

出典と根拠

ORDレコード
ord-424ff23d03974d0b844e8461c5e2f47e
出典データセット
uspto-grants-1987_04
特許番号
US04657708

反応ノート

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