Hydrochloric Acid → 2-Methoxy-N-methyl-alpha-(3-methyl-2-thienyl)benzeneethanamine hydrochloride

HRID 486693ノート

反応式

HRID 486693 の反応式
[CH:1]([N:3](C)[CH:4]([C:14]1[S:15][CH:16]=[CH:17][C:18]=1[CH3:19])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[O:12][CH3:13])=O.[ClH:21]>CO>[ClH:21].[CH3:13][O:12][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=1[CH2:5][CH:4]([C:14]1[S:15][CH:16]=[CH:17][C:18]=1[CH3:19])[NH:3][CH3:1]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 22414408N-Formyl-2-methoxy-N-methyl-alpha-(3-methyl-2-thienyl)benzeneethanamine

生成物 1

HCID 224144592-Methoxy-N-methyl-alpha-(3-methyl-2-thienyl)benzeneethanamine hydrochloride

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

A solution of 1.83 g of N-formyl-2-methoxy-N-methyl-α-(3-methyl-2-thienyl)benzeneethanamine, 25 ml of methanol, and 25 ml of 3N hydrochloric acid solution was heated for 3 hr under reflux. Methanol was added to clear the solution. The solution was concentrated, the residue was diluted with water, and extracted with ether. The aqueous phase was basified with 2.5N sodium hydroxide solution and extracted with dichloromethane. The combined organic phase was dried over anhydrous sodium sulfate, filtered, and concentrated. An ether solution of the residue was treated with excess ethereal hydrogen chloride. Recrystallization from acetonitrile gave 0.83 g of product, mp 201°-203.5° C.

後処理

  1. temperatureunder reflux
  2. concentrationThe solution was concentrated
  3. additionthe residue was diluted with water
  4. extractionextracted with ether
  5. extractionextracted with dichloromethane
  6. dry with materialThe combined organic phase was dried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated
  9. additionAn ether solution of the residue was treated with excess ethereal hydrogen chloride
  10. customRecrystallization from acetonitrile

出典と根拠

ORDレコード
ord-31dead035bcb42b9af0321c355bd9169
出典データセット
uspto-grants-1994_03
特許番号
US05292760

反応ノート

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