Ethyl chrysanthemate → Chrysanthemic Acid

HRID 236432

반응식

HRID 236432 반응식
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]

참가 물질

4

반응물 2

HCID 7334Ethyl chrysanthemateHCID 25134Boron tribromide

생성물 1

HCID 2743Chrysanthemic Acid

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
15 °C

실험 절차

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%.

후처리

  1. stirringstirred for 4 hours

출처 및 근거

ORD 기록
ord-eb4a9b79b5dd49b5ab74a0e97bc615b0
출처 데이터셋
uspto-grants-1987_02
특허 번호
US04644080

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