Acetone → 1,3-Dimethyl 2-(propan-2-ylidene)propanedioate

HRID 1974438ノート

反応式

HRID 1974438 の反応式
[C:1]([O:8][CH3:9])(=[O:7])[CH2:2][C:3]([O:5][CH3:6])=[O:4].[CH3:10][C:11]([CH3:13])=O.O>C(OC(=O)C)(=O)C.[Cl-].[Zn+2].[Cl-]>[C:11](=[C:2]([C:1]([O:8][CH3:9])=[O:7])[C:3]([O:5][CH3:6])=[O:4])([CH3:13])[CH3:10]

参加物

6

反応物 3

HCID 180AcetoneHCID 962WaterHCID 7943Dimethyl malonate

生成物 1

HCID 51620841,3-Dimethyl 2-(propan-2-ylidene)propanedioate

試薬・触媒・溶媒 2

HCID 3007855Zincchloride触媒HCID 7918Acetic Anhydride溶媒

実験手順

A solution of 51 grams (0.39 mol) of dimethyl malonate, 30 grams of acetone, and 2.5 grams of zinc chloride in 50 mL of acetic anhydride was refluxed with stirring for 24 hours. The solution was poured into ice and water, then extracted with 200 mL of dichloromethane. The organic phase was washed 2×150 mL water, dried over sodium sulfate and concentrated to a brown oil. After two distillations the 41 gram fraction collected at 25°-34° C. (0.1 mm Hg) gave satisfactory analytical for dimethyl isopropylidenemalonate.

後処理

  1. extractionextracted with 200 mL of dichloromethane
  2. washThe organic phase was washed 2×150 mL water
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated to a brown oil
  5. distillationAfter two distillations the 41 gram fraction collected at 25°-34° C. (0.1 mm Hg)

出典と根拠

ORDレコード
ord-8ec5d3ea36424554b5aca9e8f7f9ab82
出典データセット
uspto-grants-1994_02
特許番号
US05283165

反応ノート

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