Hydrochloric Acid → 3-Methyl-2,3'-bipyridine

HRID 969740노트

반응식

HRID 969740 반응식
O[CH2:2][C:3]1[C:4]([C:9]2[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=2)=[N:5][CH:6]=[CH:7][CH:8]=1.Cl.O1CCOCC1>[Pd].CO>[CH3:2][C:3]1[C:4]([C:9]2[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=2)=[N:5][CH:6]=[CH:7][CH:8]=1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 160370823-Hydroxymethyl-2,3'-bipyridyl

생성물 1

HCID 160371763-Methyl-2,3'-bipyridine수율 76.1%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

A 3-hydroxymethyl-2,3′-bipyridyl (42.3 mg, 0.227 mmole) solution containing methanol (5 ml) and 4N solution of hydrogen chloride in dry 1,4-dioxane (0.57 ml, 2.3 mmole) was hydrogenated in the presence of palladium on activated carbon catalyst (10%, 40 mg) at room temperature and ambient pressure for 3 hours. The catalyst was filtered off, washed with methanol (3×1 ml), and the combined methanolic solutions were evaporated under vacuum. The residue was dissolved in water (2 ml), sodium carbonate was added (0.1 g) and the solution was extracted with dichloromethane (3×2 ml). The combined dichloromethane solutions were dried (magnesium sulfate) and rotary evaporated at 2 mm Hg-45° C., giving the pure product (29.4 mg, 76%) as a colorless oil.

후처리

  1. filtrationThe catalyst was filtered off
  2. washwashed with methanol (3×1 ml)
  3. customthe combined methanolic solutions were evaporated under vacuum
  4. dissolutionThe residue was dissolved in water (2 ml)
  5. additionsodium carbonate was added (0.1 g)
  6. extractionthe solution was extracted with dichloromethane (3×2 ml)
  7. dry with materialThe combined dichloromethane solutions were dried (magnesium sulfate)
  8. customrotary evaporated at 2 mm Hg-45° C.

출처 및 근거

ORD 기록
ord-1efb83836ee9455c889c076ee19c82a0
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07307171B2

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