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

HRID 716954

반응식

HRID 716954 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

HCID 11503N-Methylbenzeneethanamine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-039ccb2d59824a4ba89501d96d39a233
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09193693B2

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