Methyl iodide → 2-Methyl-2-phenyl-cyclopentanone

HRID 1354093

反応式

HRID 1354093 の反応式
[CH3:1]C(C)([O-])C.[K+].[C:7]1([CH:13]2[CH2:17][CH2:16][CH2:15][C:14]2=[O:18])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.IC>C(O)(C)(C)C.O>[CH3:1][C:13]1([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH2:17][CH2:16][CH2:15][C:14]1=[O:18]

参加物

6

反応物 3

HCID 6328Methyl iodideHCID 2901542-PhenylcyclopentanoneHCID 23665647Potassium tert-butoxide

生成物 1

HCID 3499412-Methyl-2-phenyl-cyclopentanone収率 89.9%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6386tert-Butanol溶媒

実験手順

2-Methyl-2-phenyl-cyclopentanone was prepared using the technique described by Ireland et al., J Org. Chem., 31, 2543 (1966). Potassium tert-butoxide (6.2 g, 55 mmol) was added to a solution of 2-phenylcyclopentanone (8.4 g, 53 mmol) in 100 mL of tert-butanol and the solution was stirred at room temperature for 45 min. Iodomethane (6 mL, 100 mmol) was added and after 2 hours the mixture was diluted with water and extracted twice with ether. The ether extract was washed with water and brine, dried (sodium sulfate) and evaporated. Purification of the residue by flash chromatography (5% ethyl acetate-hexane) afforded 8.3 g of 2-methyl-2-phenyl-cyclopentanone as an oil.

後処理

  1. custom2-Methyl-2-phenyl-cyclopentanone was prepared
  2. extractionextracted twice with ether
  3. extractionThe ether extract
  4. washwas washed with water and brine
  5. dry with materialdried (sodium sulfate)
  6. customevaporated
  7. customPurification of the residue by flash chromatography (5% ethyl acetate-hexane)

出典と根拠

ORDレコード
ord-d696319b263a43349f117dfb6fc784da
出典データセット
uspto-grants-2007_05
特許番号
US07223767B2

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