Ethyl diazoacetate → Ethyl 2-chloro-2-fluorocyclopropanecarboxylate

HRID 468893ノート

反応式

HRID 468893 の反応式
[Cl:1][C:2]([F:4])=[CH2:3].[N+](=[CH:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])=[N-]>ClCCl>[Cl:1][C:2]1([F:4])[CH2:3][CH:7]1[C:8]([O:10][CH2:11][CH3:12])=[O:9]

参加物

4

反応物 2

HCID 12192Ethyl diazoacetateHCID 753441-Chloro-1-fluoroethene

生成物 1

HCID 9793930Ethyl 2-chloro-2-fluorocyclopropanecarboxylate収率 76%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a suspension of tetrakis(triphenylacetate)dirhodium (3.66 g) and powdered molecule sieves (45 g) in dichloromethane (2.0 L) was added 1-chloro-1-fluoroethene (82 g, 1.02 mol) at −60° C. The reaction mixture was warmed to −35˜−40° C., ethyl 2-diazoacetate (90 g, 790 mmol) in DCM (200 mL) was added and the reaction mixture was stirred at room temperature overnight. The reaction mixture was filtered and evaporated in vacuo to yield 100 g Ethyl 2-chloro-2-fluorocyclopropanecarboxylate as yellow oil which was used directly in the next step without purification.

後処理

  1. temperatureThe reaction mixture was warmed to −35˜−40° C.
  2. filtrationThe reaction mixture was filtered
  3. customevaporated in vacuo

出典と根拠

ORDレコード
ord-90142c9aad19424c8b03237cfe4a2951
出典データセット
uspto-grants-2014_01
特許番号
US08623889B2

反応ノート

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