Ammonia → HCID 19760136、化合物

HRID 1586934ノート

反応式

HRID 1586934 の反応式
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

参加物

9

反応物 4

HCID 222AmmoniaHCID 7498Benzyl BromideHCID 5360545Sodium2 回HCID 141486094,4',6,6'-Tetramethyl-2,2'-bipyridine

生成物 1

HCID 19760136HCID 19760136、化合物

試薬・触媒・溶媒 4

HCID 25251Ferric nitrate触媒HCID 702Ethanol溶媒HCID 962Water溶媒HCID 6212Chloroform溶媒

反応条件

温度
-50 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-3c3a9b6599ca4756abac75e7efde9619
出典データセット
uspto-grants-1993_06
特許番号
US05216134

反応ノート

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