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

HRID 1493895ノート

反応式

HRID 1493895 の反応式
[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

参加物

5

反応物 2

HCID 6593Dichloroacetyl chlorideHCID 116051,3-Cyclohexadiene

生成物 1

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

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 176Acetic Acid溶媒

実験手順

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.

出典と根拠

ORDレコード
ord-ee7f811090df442782deb635dde32934
出典データセット
uspto-grants-1991_06
特許番号
US05025034

反応ノート

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