Hydrochloric Acid → 2-{[2-(2-Chlorophenyl)ethyl](methyl)amino}ethan-1-ol

HRID 2413109ノート

反応式

HRID 2413109 の反応式
B.[Cl:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][C:10]([N:12]([CH2:14][CH2:15][OH:16])[CH3:13])=O.Cl>O1CCCC1>[Cl:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH2:10][N:12]([CH3:13])[CH2:14][CH2:15][OH:16]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 6331BoraneHCID 133669682-chloro-N-(2-hydroxyethyl)-N-methylbenzeneacetamide

生成物 1

HCID 133669692-{[2-(2-Chlorophenyl)ethyl](methyl)amino}ethan-1-ol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To 400 ml. of a 1 mol solution of borane in tetrahydrofuran was added dropwise a solution of 43 g. of the above amide in 350 ml. of tetrahydrofuran at a rate sufficient to maintain a gentle reflux. After addition was complete, the solution was refluxed for two hours, cooled in an ice bath and treated carefully with dilute hydrochloric acid to destroy excess borane. The majority of the solvent was removed under vacuum and the residue heated on a steam bath for one hour. The mixture was diluted with 300 ml. of water and extracted with ether. The aqueous layer was made basic with 40% sodium hydroxide and extracted with ether. The combined basic extracts were washed with water and saturated sodium chloride, dried and evaporated to give 2-[[2-(2-chlorophenyl)-ethyl]-methylamino]ethanol.

後処理

  1. additionAfter addition
  2. temperaturethe solution was refluxed for two hours
  3. temperaturecooled in an ice bath
  4. customto destroy excess borane
  5. customThe majority of the solvent was removed under vacuum
  6. temperaturethe residue heated on a steam bath for one hour
  7. additionThe mixture was diluted with 300 ml
  8. extractionof water and extracted with ether
  9. extractionextracted with ether
  10. washThe combined basic extracts were washed with water and saturated sodium chloride
  11. customdried
  12. customevaporated

出典と根拠

ORDレコード
ord-8c0af4f70b2d42a5862a4a519edbc68e
出典データセット
uspto-grants-1985_01
特許番号
US04496558

反応ノート

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