Ethyl chrysanthemate → Chrysanthemic Acid

HRID 236432

反応式

HRID 236432 の反応式
CC[O:3][C:4]([CH:6]1[C:8]([CH3:10])([CH3:9])[CH:7]1[CH:11]=[C:12]([CH3:14])[CH3:13])=[O:5].B(Br)(Br)Br>O1CCOCC1>[CH3:13][C:12]([CH3:14])=[CH:11][CH:7]1[C:8]([CH3:9])([CH3:10])[CH:6]1[C:4]([OH:5])=[O:3]

参加物

4

反応物 2

HCID 7334Ethyl chrysanthemateHCID 25134Boron tribromide

生成物 1

HCID 2743Chrysanthemic Acid

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
15 °C

実験手順

In a 50 ml flask, there were charged ethyl chrysanthemate (composition: (+)-cis, 2.5%; (-)-cis, 16.8%; (+)-trans, 12.3%; (-)-trans, 68.4%) (2.0 g) and dioxane (18.0 g) under nitrogen. Boron tribromide (0.26 g) was added thereto at 15° C. with stirring and stirred for 4 hours. Then a small amount of the reaction mixture was hydrolyzed to obtain chrysanthemic acid. The composition of the optical isomers in the product was determined by the same method as described in EXAMPLE 1. The result was as follows: (+)-cis, 2.4%; (-)-cis, 2.6%; (+)-trans, 46.2%; (-)-trans, 48.8%.

後処理

  1. stirringstirred for 4 hours

出典と根拠

ORDレコード
ord-eb4a9b79b5dd49b5ab74a0e97bc615b0
出典データセット
uspto-grants-1987_02
特許番号
US04644080

関連ノート

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