Dichloroacetyl chloride → Bicyclo[4.2.0]oct-2-en-7-one

HRID 1090442노트

반응식

HRID 1090442 반응식
[CH:1]1[CH2:6][CH2:5][CH:4]=[CH:3][CH:2]=1.Cl[CH:8](Cl)[C:9](Cl)=[O:10]>[Zn].C(O)(=O)C>[CH:2]12[CH2:8][C:9](=[O:10])[CH:1]1[CH2:6][CH2:5][CH:4]=[CH:3]2

참가 물질

5

반응물 2

HCID 6593Dichloroacetyl chlorideHCID 116051,3-Cyclohexadiene

생성물 1

HCID 12507350Bicyclo[4.2.0]oct-2-en-7-one

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 176Acetic Acid용매

실험 절차

The starting material is prepared by the treatment of 1,3-cyclohexadiene with dichloroacetyl chloride, followed by dechlorination with zinc and acetic acid of the resulting adduct to give bicyclo [4,2,0]-oct-2-en-7-one. This compound is subjected to Baeyer-Villiger oxidation to give 7-oxabicyclo [4,3,0] non-2-en-8-one which is treated with thallium (III) nitrate under carefully controlled conditions to give 6-formyl-2-oxabicyclo [3,3,0] octane-3-one having properties identical with those reported by Corey and Ravindranathan, Tetrahedron Letters, 1971, 4753.

출처 및 근거

ORD 기록
ord-a3b41aa0a024415aad094ab5854304ec
출처 데이터셋
uspto-grants-1992_01
특허 번호
US05081282

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