Triethylamine → 2-Pyrrolidinone, 1-(8-quinolinyl)-

HRID 1902825ノート

反応式

HRID 1902825 の反応式
Cl[CH2:2][CH2:3][CH2:4][C:5](Cl)=[O:6].[NH2:8][C:9]1[CH:10]=[CH:11][CH:12]=[C:13]2[C:18]=1[N:17]=[CH:16][CH:15]=[CH:14]2.C(N(CC)CC)C>C(COC)OC>[N:17]1[C:18]2[C:13](=[CH:12][CH:11]=[CH:10][C:9]=2[N:8]2[CH2:2][CH2:3][CH2:4][C:5]2=[O:6])[CH:14]=[CH:15][CH:16]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 113598-AminoquinolineHCID 783704-Chlorobutyryl chloride

生成物 1

HCID 30614652-Pyrrolidinone, 1-(8-quinolinyl)-

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒

実験手順

4-Chlorobutryl chloride (388.0 g) was added at 40° to a solution of technical grade 8-aminoquinoline (3396.5 g) and triethylamine (278.3 g) in dimethoxyethane (2 l). After stirring overnight at ambient temperature the solids were filtered off. The filtrate was concentrated prior to additon of 13% potassium tert-butoxide in tert-butanol (2486 g) at 25°-30°. After two hours the mixture was neutralized with dilute hydrochloric acid. The slurry obtained by partial removal of the solvent was extracted three times with methylene chloride. The combined extracts were washed with water, dried over magnesium sulphate, filtered and concentrated. Ether (1 l) was added while cooling to 0°. Filtration, followed by vacuum-drying afforded 1-(8-quinolyl)-2-pyrrolidinone.

後処理

  1. filtrationwere filtered off
  2. concentrationThe filtrate was concentrated
  3. customat 25°-30°
  4. waitAfter two hours the mixture was neutralized with dilute hydrochloric acid
  5. customThe slurry obtained by partial removal of the solvent
  6. extractionwas extracted three times with methylene chloride
  7. washThe combined extracts were washed with water
  8. dry with materialdried over magnesium sulphate
  9. filtrationfiltered
  10. concentrationconcentrated
  11. additionEther (1 l) was added
  12. temperaturewhile cooling to 0°
  13. filtrationFiltration
  14. customby vacuum-drying

出典と根拠

ORDレコード
ord-2a7bc443250f49458357111b52ca8f3b
出典データセット
uspto-grants-1982_12
特許番号
US04366158

反応ノート

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