Cyclohexanecarbonyl chloride → Cyclohexyl 2-Fluorobenzyl Ketone

HRID 1789991ノート

反応式

HRID 1789991 の反応式
[Cl-].[F:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH2:5][Zn+].[CH:11]1([C:17](Cl)=[O:18])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1>Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[F:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH2:5][C:17]([CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)=[O:18]

参加物

4

反応物 2

HCID 75938Cyclohexanecarbonyl chlorideHCID 178505630HCID 178505630、化合物

生成物 1

HCID 22037180Cyclohexyl 2-Fluorobenzyl Ketone

試薬・触媒・溶媒 1

HCID 178418476HCID 178418476、化合物触媒

反応条件

温度
0 °C

実験手順

To a mixture of 36 ml of 2-fluorobenzylzinc chloride (0.5 M sol. in tetrahydrofuran) and 0.008 g of dichlorobis(triphenylphosphine)palladium(II) stirred at 0° C. was added dropwise via a syringe 2.14 ml of cyclohexanecarbonyl chloride. Afterwards, the reaction mixture was stirred at r.t. for 4 h, quenched with an aqueous saturated solution of ammonium chloride (25 ml), extracted with 20 ml of EtOAc, which was dried (Na2SO4) and evaporated to dryness in vacuo affording 3.52 g of the title compound as a crude, which could be used in the following step without further purification.

後処理

  1. stirringAfterwards, the reaction mixture was stirred at r.t. for 4 h
  2. customquenched with an aqueous saturated solution of ammonium chloride (25 ml)
  3. extractionextracted with 20 ml of EtOAc, which
  4. dry with materialwas dried (Na2SO4)
  5. customevaporated to dryness in vacuo

出典と根拠

ORDレコード
ord-ee37b3bbe8884342a72654bff4d2cc0e
出典データセット
uspto-grants-2006_07
特許番号
US07071197B2

反応ノート

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