3-Phenylbenzaldehyde → 3-(Aminomethyl)biphenyl

HRID 23127

반응식

HRID 23127 반응식
[C:1]1([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]=O)[CH:2]=1.[NH3:15].CO>CO>[C:9]1([C:1]2[CH:2]=[C:3]([CH:4]=[CH:5][CH:6]=2)[CH2:7][NH2:15])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

참가 물질

4

반응물 2

HCID 1210533-PhenylbenzaldehydeHCID 21705897Ammonia methanol

생성물 1

HCID 27603683-(Aminomethyl)biphenyl

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
60 °C

실험 절차

To a solution of 3-biphenylcarboxaldehyde (0.011 eq.) in 30 mL of methanol was added 10 eq. of 7N NH3/MeOH and NaCNBH4 (2 eq.). A yellow gum precipitated from solution. The solution was then heated at 60° C. until gum dissolved and the solution was stirred at room temperature overnight. The reaction mixture was then concentrated and the resulting residue diluted with ice water and ethyl acetate. The organic layer was then washed with brine and extracted with 5N HCl. The pH of the aqueous layer was then adjusted to 12 and the aqueous layer was extracted with cold ethyl acetate. The organic layer was dried over Na2SO4, filtered and concentrated to give 3-(phenyl)benzyl amine as an oil.

후처리

  1. customA yellow gum precipitated from solution
  2. dissolutiondissolved
  3. concentrationThe reaction mixture was then concentrated
  4. additionthe resulting residue diluted with ice water and ethyl acetate
  5. washThe organic layer was then washed with brine
  6. extractionextracted with 5N HCl
  7. extractionthe aqueous layer was extracted with cold ethyl acetate
  8. dry with materialThe organic layer was dried over Na2SO4
  9. filtrationfiltered
  10. concentrationconcentrated

출처 및 근거

ORD 기록
ord-1a58d1e6758d41e7846c1d9159212b4f
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06849650B2

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