Potassium Carbonate → HCID 13670594、化合物

HRID 414204ノート

反応式

HRID 414204 の反応式
[N:1]([O-])=O.[Na+].[CH3:5][C:6]1[NH:24][C:23]2[C:25]3[C:7]=1[CH2:8][C@@H:9]1[C:18]([C:19]=3[CH:20]=[CH:21][CH:22]=2)=[CH:17][C@H:12](C(NN)=O)[CH2:11][N:10]1[CH3:26].C([O-])([O-])=O.[K+].[K+]>O.Cl>[NH2:1][C@H:12]1[CH:17]=[C:18]2[C@@H:9]([CH2:8][C:7]3[C:25]4[C:23](=[CH:22][CH:21]=[CH:20][C:19]2=4)[NH:24][C:6]=3[CH3:5])[N:10]([CH3:26])[CH2:11]1

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 13670591HCID 13670591、化合物HCID 23668193Sodium Nitrite

生成物 1

HCID 13670594HCID 13670594、化合物

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒2 回HCID 962Water溶媒

実験手順

1.4 g sodium nitrite in 5 ml H2O are added dropwise within 10 minutes under ice-cooling and stirring to 6.8 g of the product of step (b) in 200 ml 0.2N HCl. The reaction mixture is stirred under ice-cooling for 15 minutes and added dropwise unter nitrogen to 100 ml refluxing 0.4N HCl within 15 minutes. Stirring is continued for 10 minutes. The mixture is then cooled, rendered alkaline with saturated K2CO3 solution and extracted about 7 times with 9:1 CH2Cl2 /l CH3OH, whereby the black residue remains in the aqueous phase. The organic phase is dried (Na2SO4), evaporated, the resulting foam is chromatographed on silica gel using 80:20:0.7 CH2Cl2 /CH3OH/NH3 to afford the heading compound as a brown resin (pure 8α-compound by NMR).

後処理

  1. temperaturecooling
  2. temperaturecooling for 15 minutes
  3. additionadded dropwise unter nitrogen to 100 ml
  4. stirringStirring
  5. temperatureThe mixture is then cooled
  6. extractionextracted about 7 times with 9:1 CH2Cl2 /l CH3OH, whereby the black residue
  7. dry with materialThe organic phase is dried (Na2SO4)
  8. customevaporated
  9. customthe resulting foam is chromatographed on silica gel using 80:20:0.7 CH2Cl2 /CH3OH/NH3
  10. customto afford the heading compound as a brown resin (pure 8α-compound by NMR)

出典と根拠

ORDレコード
ord-33c38a068b8345a191272f442586964a
出典データセット
uspto-grants-1988_12
特許番号
US04791115

反応ノート

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