Methanol → Diethyl (2,6-dimethoxybenzyl)malonate

HRID 326698

反応式

HRID 326698 の反応式
[CH3:1][O:2][C:3]1[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH3:22])[C:4]=1[CH:5]=[C:6]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:7]([O:9][CH2:10][CH3:11])=[O:8].CO>[C].[Pd].C(O)(=O)C>[CH3:22][O:21][C:17]1[CH:18]=[CH:19][CH:20]=[C:3]([O:2][CH3:1])[C:4]=1[CH2:5][CH:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[C:12]([O:14][CH2:15][CH3:16])=[O:13]

参加物

5

反応物 2

HCID 887MethanolHCID 12514881Diethyl (2,6-dimethoxybenzylidene)malonate

生成物 1

HCID 54492584Diethyl (2,6-dimethoxybenzyl)malonate収率 74.5%

試薬・触媒・溶媒 2

HCID 178418390HCID 178418390、化合物触媒HCID 176Acetic Acid溶媒

反応条件

温度
25 °C

実験手順

A mixture of 2.8 g of diethyl (2,6-dimethoxybenzylidene)malonate, 0.6 g of palladium-carbon, 50 ml of methanol and 50 ml of glacial acetic acid was stirred at 25° C. overnight. The solution was filtered and concentrated, and the residue was taken up in ethyl acetate and extracted with 20% NaHCO3 and some ice. Thereafter, the mixture was extracted with 1N, HCl, back-washed with saturated NaCl solution, the organic phase was dried and evaporated under reduced pressure. The crude product was distilled in a high vacuum at 170° C./0.6 mbar. 2.1 g of diethyl (2,6-dimethoxybenzyl)malonate were obtained.

後処理

  1. filtrationThe solution was filtered
  2. concentrationconcentrated
  3. extractionextracted with 20% NaHCO3
  4. extractionThereafter, the mixture was extracted with 1N, HCl
  5. washback-washed with saturated NaCl solution
  6. customthe organic phase was dried
  7. customevaporated under reduced pressure
  8. distillationThe crude product was distilled in a high vacuum at 170° C./0.6 mbar

出典と根拠

ORDレコード
ord-c12ef67124014ed496644793feff3d58
出典データセット
uspto-grants-1993_12
特許番号
US05270313

関連ノート

読み込み中…