Ammonia → HCID 19760136, 화합물

HRID 1586934노트

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HRID 1586934 반응식
N.[Na].[CH3:3][C:4]1[CH:9]=[C:8]([CH3:10])[N:7]=[C:6]([C:11]2[CH:16]=[C:15]([CH3:17])[CH:14]=[C:13]([CH3:18])[N:12]=2)[CH:5]=1.[CH2:19](Br)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>[N+]([O-])([O-])=O.[Fe+3].[N+]([O-])([O-])=O.[N+]([O-])([O-])=O.C(Cl)(Cl)Cl.C(O)C.O>[C:20]1([CH2:19][CH2:3][C:4]2[CH:9]=[C:8]([CH3:10])[N:7]=[C:6]([C:11]3[CH:16]=[C:15]([CH2:17][CH2:19][C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)[CH:14]=[C:13]([CH3:18])[N:12]=3)[CH:5]=2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

참가 물질

9

반응물 4

HCID 222AmmoniaHCID 7498Benzyl BromideHCID 5360545Sodium2회HCID 141486094,4',6,6'-Tetramethyl-2,2'-bipyridine

생성물 1

HCID 19760136HCID 19760136, 화합물

시약·촉매·용매 4

HCID 25251Ferric nitrate촉매HCID 702Ethanol용매HCID 962Water용매HCID 6212Chloroform용매

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온도
-50 °C

실험 절차

To liquid ammonia (20 ml) at -50° C. enough sodium was added to maintain a blue colored solution. Iron (III) nitrate (20 mg) was added and then sodium (0.19 g, 0.008 gr.atom). After 45 minutes 4,4',6,6'-tetramethyl-2,2'-bipyridine (26) (1.06 g, 5.00 mmoles) was added in small portions and the mixture was stirred for 1.5 hours at -50° C. Benzyl bromide (1.88 g, 11.0 mmoles) was added at -50° C. during 2 hours. The mixture was allowed to warm and water (50 ml), ethanol (20 ml) and chloroform (30 ml) was added. The organic phase was extracted with saturated ammonium sulfate solution, dried with magnesium sulfate and evaporated. By addition of ethyl acetate some pure compound was precipitated. The rest was purified by means of flash chromatography (silica, 0-6% methanol/dichloromethane).

후처리

  1. temperatureto maintain a blue colored solution
  2. temperatureto warm
  3. extractionThe organic phase was extracted with saturated ammonium sulfate solution
  4. dry with materialdried with magnesium sulfate
  5. customevaporated
  6. additionBy addition of ethyl acetate some pure compound
  7. customwas precipitated
  8. customThe rest was purified by means of flash chromatography (silica, 0-6% methanol/dichloromethane)

출처 및 근거

ORD 기록
ord-3c3a9b6599ca4756abac75e7efde9619
출처 데이터셋
uspto-grants-1993_06
특허 번호
US05216134

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