Dimethyl Sulfide → Propyl 3-oxocyclobutanecarboxylate

HRID 1688605ノート

反応式

HRID 1688605 の反応式
[O:1]=[O+][O-].C=[C:5]1[CH2:8][CH:7]([C:9]([O:11][CH2:12][CH2:13][CH3:14])=[O:10])[CH2:6]1.CSC>CO>[O:1]=[C:5]1[CH2:8][CH:7]([C:9]([O:11][CH2:12][CH2:13][CH3:14])=[O:10])[CH2:6]1

参加物

5

反応物 3

HCID 1068Dimethyl SulfideHCID 24823OzoneHCID 45090160Cyclobutanecarboxylic acid, 3-methylene-, propyl ester

生成物 1

HCID 67008885Propyl 3-oxocyclobutanecarboxylate収率 88%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

An ozone gas was blown into a solution (200 mL) of propyl 3-methylidenecyclobutanecarboxylate (15 g) in methanol at −78° C. for 2 hr. Dimethyl sulfide (21 g) was added to the reaction mixture at the same temperature, and the mixture was warmed to room temperature over 1 hr. The obtained mixture was concentrated and purified by silica gel column chromatography to give the title compound as a colorless oil (13 g, 88%).

後処理

  1. concentrationThe obtained mixture was concentrated
  2. custompurified by silica gel column chromatography

出典と根拠

ORDレコード
ord-9e68aafc05f54ec58e3081d3125abb1f
出典データセット
uspto-grants-2012_04
特許番号
US08148383B2

反応ノート

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