Red-Al → (3-Benzylphenyl)methanamine

HRID 23124노트

반응식

HRID 23124 반응식
[CH2:1]([C:8]1[CH:9]=[C:10]([CH:14]=[CH:15][CH:16]=1)[C:11]([NH2:13])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.COCCO[AlH2-]OCCOC.[Na+].[H-].COCCO[Al+]OCCOC.[Na+].[H-]>C1(C)C=CC=CC=1>[CH2:1]([C:8]1[CH:9]=[C:10]([CH:14]=[CH:15][CH:16]=1)[CH2:11][NH2:13])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 16684438Red-AlHCID 21584525Sodium bis(2-methoxyethoxy)aluminiumhydrideHCID 222388273-(Benzyl)benzamide

생성물 1

HCID 22312794(3-Benzylphenyl)methanamine

시약·촉매·용매 1

HCID 1140Toluene용매2회

반응 조건

온도
60 °C

실험 절차

To a solution of 3-(benzyl)benzamide (0.0094 moles) from Step B in 70 of toluene was added 8 mL of Red-Al® (65+wt. % solution of sodium bis(2-methoxyethoxy)aluminum hydride in toluene, Aldrich) (CAUTION—reaction very exothermic). The reaction mixture was then heated at 60° C. for 2 hours and then poured over ice. The resulting mixture was extracted with ethyl acetate and the combined extracts were washed with water and brine. The organic layer was extracted with 1N HCl and the aqueous layer washed with ethyl acetate. The pH of the aqueous layer was then adjusted to about 9.0 with 1N NaOH and extracted with ethyl acetate. The organic extracts were washed with water and brine and then concentrated to give 3-(benzyl)benzyl amine.

후처리

  1. additionpoured over ice
  2. extractionThe resulting mixture was extracted with ethyl acetate
  3. washthe combined extracts were washed with water and brine
  4. extractionThe organic layer was extracted with 1N HCl
  5. washthe aqueous layer washed with ethyl acetate
  6. extractionextracted with ethyl acetate
  7. washThe organic extracts were washed with water and brine
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-a4ef589c69c0442a98e17b791daeca52
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06849650B2

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