1-Piperazinecarboxaldehyde → 1-(2-(4-Bromophenoxy)ethyl)piperazine

HRID 1380516ノート

反応式

HRID 1380516 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:9][CH2:10]Br)=[CH:4][CH:3]=1.C([N:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1)=O>CC(O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:9][CH2:10][N:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 821911-PiperazinecarboxaldehydeHCID 877972-Bromoethyl p-bromophenyl ether

生成物 1

HCID 233253371-(2-(4-Bromophenoxy)ethyl)piperazine収率 70.1%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

A mixture of 56.0 g (0.2 moles) of 2-bromoethyl p-bromophenyl ether and 45.6 g (0.4 moles) of 1-formylpiperazine in 500 ml of 2-propanol was heated at reflux for 18 hours. The mixture was cooled and filtered. The filter was washed with 2-propanol and the filtrate was evaporated to an oil in vacuo. Water was added and the oil was extracted three times with about 200 ml of chloroform. The extracts were combined, dried over magnesium sulfate and filtered. The filtrate was evaporated to an oil to which 250 ml of 5N sodium hydroxide was added. The mixture was refluxed for 18 hours, cooled and extracted three times with about 200 ml of chloroform. The extracts were combined, dried over magnesium sulfate and evaporated to an oil. The oil was distilled, bp 125°-128° C./0.05 mm of mercury, and gave 40 g of 1-[2-(4-bromophenoxy)ethyl]-piperazine as a yellowing oil.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 18 hours
  3. temperatureThe mixture was cooled
  4. filtrationfiltered
  5. washThe filter was washed with 2-propanol
  6. customthe filtrate was evaporated to an oil in vacuo
  7. additionWater was added
  8. extractionthe oil was extracted three times with about 200 ml of chloroform
  9. dry with materialdried over magnesium sulfate
  10. filtrationfiltered
  11. customThe filtrate was evaporated to an oil to which 250 ml of 5N sodium hydroxide
  12. additionwas added
  13. temperatureThe mixture was refluxed for 18 hours
  14. temperaturecooled
  15. extractionextracted three times with about 200 ml of chloroform
  16. dry with materialdried over magnesium sulfate
  17. customevaporated to an oil
  18. distillationThe oil was distilled

出典と根拠

ORDレコード
ord-89c66b7559a24da19ea8459291569b95
出典データセット
uspto-grants-1986_04
特許番号
US04582833

反応ノート

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