Hydrochloric Acid → 2-Methyl-4-morpholino-5-fluoroindoline

HRID 1583610ノート

反応式

HRID 1583610 の反応式
[CH3:1][C:2]1[NH:3][C:4]2[C:9]([CH:10]=1)=[C:8]([N:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1)[C:7]([F:17])=[CH:6][CH:5]=2.[Sn].Cl>C(O)(=O)C>[CH3:1][CH:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([F:17])[C:8]=2[N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)[NH:3]1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 5352426Tin atomHCID 202589922-Methyl-4-morpholino-5-fluoroindole

生成物 1

HCID 202589752-Methyl-4-morpholino-5-fluoroindoline収率 53.9%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒2 回

実験手順

2-Methyl-5-fluoro-4-morpholinoindole (138 g) was dissolved in 1.5 l of acetic acid. To this solution was added 200 g of metal tin and the mixture was under reflux of acetic acid. During reflux 1.5 l of concentrated hydrochloric acid was added dropwise in 1 hour. After completion of addition, the mixture was allowed to react for 2 hours at the same temperature as above. After completion of reaction, the solvent was distilled off under reduced pressure. To the residue was added 1 l of water and the solution was adjusted to pH 13 with a 20% aqueous sodium hydroxide solution followed by adding 1 l of ether. After stirring insoluble substances were removed by filtration. An ether layer was separated from the filtrate and dried over anhydrous potassium carbonate. Removal of ether by distillation gave 75 g of 2-methyl-4-morpholino-5-fluoroindoline.

後処理

  1. additionwas added dropwise in 1 hour
  2. additionAfter completion of addition
  3. customto react for 2 hours at the same temperature as above
  4. customAfter completion of reaction
  5. distillationthe solvent was distilled off under reduced pressure
  6. additionTo the residue was added 1 l of water
  7. additionby adding 1 l of ether
  8. customwere removed by filtration
  9. customAn ether layer was separated from the filtrate
  10. dry with materialdried over anhydrous potassium carbonate
  11. customRemoval of ether
  12. distillationby distillation

出典と根拠

ORDレコード
ord-070c3174d5e34fa895a8625ad03d9e45
出典データセット
uspto-grants-1985_11
特許番号
US04552879

反応ノート

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