Formamide, N-(2-phenylethyl)- → N-Methylbenzeneethanamine

HRID 716954

反応式

HRID 716954 の反応式
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH2:7]([NH:15][CH:16]=O)[CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>O1CCCC1>[CH3:16][NH:15][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

参加物

4

反応物 2

HCID 140995Formamide, N-(2-phenylethyl)-HCID 21226445Aluminium lithium hydride

生成物 1

HCID 11503N-Methylbenzeneethanamine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Into a 250-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed a solution of LiAlH4 (868 mg, 22.84 mmol, 1.50 equiv) in tetrahydrofuran (70 mL). This was followed by the addition of a solution of N-phenethylformamide (2.27 g, 15.23 mmol, 1.00 equiv) in tetrahydrofuran (50 mL) dropwise with stiffing while the resulting solution maintained reflux. The resulting solution was stirred overnight at reflux in an oil bath. The reaction was then quenched by the addition of water. The resulting solution was extracted with 4×30 mL of dichloromethane and the organic layers combined and dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column with dichloromethane/methanol (100:1). This resulted in 1.36 g (34%) of N-methyl-2-phenylethanamine as yellow oil.

後処理

  1. customInto a 250-mL 3-necked round-bottom flask purged
  2. temperaturemaintained with an inert atmosphere of nitrogen
  3. temperaturemaintained
  4. temperaturereflux
  5. temperatureat reflux in an oil bath
  6. customThe reaction was then quenched by the addition of water
  7. extractionThe resulting solution was extracted with 4×30 mL of dichloromethane
  8. dry with materialdried over anhydrous sodium sulfate
  9. concentrationconcentrated under vacuum
  10. customThis resulted in 1.36 g (34%) of N-methyl-2-phenylethanamine as yellow oil

出典と根拠

ORDレコード
ord-039ccb2d59824a4ba89501d96d39a233
出典データセット
uspto-grants-2015_11
特許番号
US09193693B2

関連ノート

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