Cyclohexanecarbonyl chloride → Cyclohexyl 2-Fluorobenzyl Ketone

HRID 1789991노트

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HRID 1789991 반응식
[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]

참가 물질

4

반응물 2

HCID 75938Cyclohexanecarbonyl chlorideHCID 178505630HCID 178505630, 화합물

생성물 1

HCID 22037180Cyclohexyl 2-Fluorobenzyl Ketone

시약·촉매·용매 1

HCID 178418476HCID 178418476, 화합물촉매

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온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ee37b3bbe8884342a72654bff4d2cc0e
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07071197B2

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