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

HRID 969740ノート

反応式

HRID 969740 の反応式
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

参加物

6

反応物 3

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

生成物 1

HCID 160371763-Methyl-2,3'-bipyridine収率 76.1%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

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.

後処理

  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.

出典と根拠

ORDレコード
ord-1efb83836ee9455c889c076ee19c82a0
出典データセット
uspto-grants-2007_12
特許番号
US07307171B2

反応ノート

読み込み中…