Malonic Acid → HCID 735855、化合物

HRID 1164473ノート

反応式

HRID 1164473 の反応式
[C:1]([OH:7])(=[O:6])[CH2:2][C:3](O)=O.[O:8]([C:15]1[CH:16]=[C:17]([CH:20]=[CH:21][CH:22]=1)C=O)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.N1CCCCC1>N1C=CC=CC=1>[O:8]([C:15]1[CH:16]=[C:17]([CH:20]=[CH:21][CH:22]=1)[CH:3]=[CH:2][C:1]([OH:7])=[O:6])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

参加物

5

反応物 3

HCID 867Malonic AcidHCID 8082PiperidineHCID 382843-Phenoxybenzaldehyde

生成物 1

HCID 735855HCID 735855、化合物収率 95%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
25 °C

実験手順

62.4 g of malonic acid are dissolved in 100 ml of pyridine. After termination of the exothermal reaction, 99 g of 3-phenoxybenzaldehyde and 5 g of piperidine are added, the batch is refluxed for 3 hours, cooled to 25° C. and poured onto ice/concentrated hydrochloric acid in order to wash out pyridine and piperidine, while the acid precipitates in the form of crystals. After drying, 113.7 g (95% of theory) of 3-phenoxycinnamic acid, m.p. 107°-109° C., are obtained. 18 g (0.15 mol) of thionyl chloride are added to a suspension of 24 g (0.1 mol) of 3-phenoxycinnamic acid in 100 ml of toluene, and stirred for 3 hours at 30° C. After removal of the solvent in vacuo, distillation is carried out. 24.6 g (95% of theory) of 3-(2-phenoxyphenyl)-2-propenic acid chloride, b.p. 155°-158° C./0.2 mm Hg, are obtained.

後処理

  1. additionare added
  2. temperaturethe batch is refluxed for 3 hours
  3. additionpoured onto ice/concentrated hydrochloric acid in order
  4. washto wash out pyridine and piperidine, while the acid
  5. customprecipitates in the form of crystals
  6. customAfter drying

出典と根拠

ORDレコード
ord-cec9aaa58e4f44b1aa32fda69d35ea8f
出典データセット
uspto-grants-1983_01
特許番号
US04370277

反応ノート

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