Potassium Hydroxide → Permethric acid

反応式

[CH3:1][C:2]1([CH3:15])[CH:4]([CH2:5][C:6](Cl)([Cl:8])[Cl:7])[CH:3]1[C:10]([O:12]CC)=[O:11].[OH-].[K+]>>[CH3:1][C:2]1([CH3:15])[CH:4]([CH:5]=[C:6]([Cl:8])[Cl:7])[CH:3]1[C:10]([OH:12])=[O:11]

参加物

反応物 2

HCID 14797Potassium Hydroxide

HCID 108413Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2,2,2-trichloroethyl)-, ethyl ester

生成物 1

HCID 91658Permethric acid

実験手順

Ethyl 2,2-dimethyl-3-(2,2,2-trichloroethyl)cyclopropanecarboxylate was hydrolyzed with caustic potash to give 2,2-dimethyl-3-(2,2-dichlorovinyl)-cyclopropanecarboxylic acid, and was converted into the diastereomeric (+)-octyl ester, which was analyzed by gas chromatography. The results were: (+)-cis, 83.6%; (-)-cis, 3.9%; (+)-trans, 7.5%; (-)-trans, 5.0%. The e.e. was calculated to be 91% for the cis isomer and 20% for the trans isomer.

出典と根拠

ORDレコード: ord-d3946b3899ad4e69939855f6de4a06e1
出典データセット: uspto-grants-1986_07
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US04603218

反応ノート

読み込み中…

参加物