Cesium carbonate → HCID 69231272、化合物

HRID 30396

反応式

HRID 30396 の反応式
[CH3:1][S:2]([CH2:5][C:6]([O:8][CH3:9])=[O:7])(=[O:4])=[O:3].I[CH2:11][CH2:12][CH2:13]I.C(=O)([O-])[O-].[Cs+].[Cs+]>C(#N)C>[CH3:1][S:2]([C:5]1([C:6]([O:8][CH3:9])=[O:7])[CH2:13][CH2:12][CH2:11]1)(=[O:4])=[O:3]

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 123141,3-DiiodopropaneHCID 2759918Methanesulfonylacetic acid methyl ester

生成物 1

HCID 69231272HCID 69231272、化合物収率 79%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To a solution of methyl methylsulfonylacetate (1.0 g, 6.6 mmol) in 20 mL of acetonitrile was added 1,3-diiodopropane (2.3 mL, 20 mmol) and cesium carbonate (6.4 g, 20 mmol). After stirring at room temperature for 2 h, the reaction was partitioned between water (50 mL) and ethyl acetate (100 mL). The organic layer was separated, dried over anhydrous magnesium sulfate, filtered and concentrated to dryness, and the residue was purified by flash chromatography on silica gel eluting with 20 to 50% ethyl acetate in hexane to give methyl 1-methylsulfonylcyclobutanecarboxlate (1.0 g, 79%). δ 3.84 (s, 3H), 3.02 (s, 3H), 2.84-2.65 (m, 4H), 2.25-2.02 (m, 2H).

後処理

  1. customthe reaction was partitioned between water (50 mL) and ethyl acetate (100 mL)
  2. customThe organic layer was separated
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated to dryness
  6. customthe residue was purified by flash chromatography on silica gel eluting with 20 to 50% ethyl acetate in hexane

出典と根拠

ORDレコード
ord-c4ab329b32dc4ec78c61c1605479c0ea
出典データセット
uspto-grants-2008_09
特許番号
US07423067B2

関連ノート

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