Formic Acid → 3-(3,4-Dimethoxyphenyl)propionic acid

HRID 36408

反応式

HRID 36408 の反応式
CC1(C)[O:9][C:7](=[O:8])[CH2:6][C:4](=O)O1.C(=O)[C:12]1[CH:21]=[CH:20][C:17]([O:18][CH3:19])=[C:14]([O:15][CH3:16])[CH:13]=1.C(O)=O.C(N(CC)CC)C>C(Cl)(Cl)Cl>[CH3:16][O:15][C:14]1[CH:13]=[C:12]([CH2:4][CH2:6][C:7]([OH:9])=[O:8])[CH:21]=[CH:20][C:17]=1[O:18][CH3:19]

参加物

6

反応物 4

HCID 284Formic AcidHCID 8419VeratraldehydeHCID 8471TriethylamineHCID 162492,2-Dimethyl-1,3-dioxane-4,6-dione

生成物 1

HCID 750193-(3,4-Dimethoxyphenyl)propionic acid

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

反応条件

温度
100 °C

実験手順

After weighing 7.2 g (0.05 mol) of Meldrum's acid and 8.3 g (0.05 mol) of veratraldehyde to 50 ml of the mixture of formic acid and triethylamine prepared according to Example 1, the reaction mixture was heated to 100° C. during 1 hour and maintained at the same temperature for further 1 hour. Then the excess of formic acid and triethylamine was distilled off under reduced pressure of 2 kPa to give a distillate of 40 ml volume. The distillation residue was dissolved in 100 ml of chloroform and extracted with 50 ml of 1N sodium hydroxide solution. The chloroform phase was extracted with 2×100 ml of 1N sodium hydroxide solution. Thereafter Example 1 was followed to give a yield of 8.6 g (81.8%), m.p.: 96°-97° C.

後処理

  1. customprepared
  2. temperaturemaintained at the same temperature for further 1 hour
  3. distillationThen the excess of formic acid and triethylamine was distilled off under reduced pressure of 2 kPa
  4. customto give a distillate of 40 ml volume
  5. extractionextracted with 50 ml of 1N sodium hydroxide solution
  6. extractionThe chloroform phase was extracted with 2×100 ml of 1N sodium hydroxide solution
  7. customto give a yield of 8.6 g (81.8%), m.p.: 96°-97° C.

出典と根拠

ORDレコード
ord-da75330b567a43748d4eea55b9536987
出典データセット
uspto-grants-1995_05
特許番号
US05414108

関連ノート

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