Potassium Carbonate → dimethyl 2-bromo-1-(but-2-ynyl)-1H-imidazole-4,5-dicarboxylate

HRID 2113477ノート

反応式

HRID 2113477 の反応式
Br[CH2:2][C:3]#[C:4][CH3:5].[Br:6][C:7]1[NH:8][C:9]([C:16]([O:18][CH3:19])=[O:17])=[C:10]([C:12]([O:14][CH3:15])=[O:13])[N:11]=1.C(=O)([O-])[O-].[K+].[K+].S([O-])([O-])(=O)=S.[Na+].[Na+]>CN(C)C=O>[Br:6][C:7]1[N:11]([CH2:2][C:3]#[C:4][CH3:5])[C:10]([C:12]([O:14][CH3:15])=[O:13])=[C:9]([C:16]([O:18][CH3:19])=[O:17])[N:8]=1

参加物

6

反応物 4

HCID 11430Potassium CarbonateHCID 24477Sodium ThiosulfateHCID 27568621-Bromo-2-butyneHCID 21947693Dimethyl 2-bromo-1H-imidazole-4,5-dicarboxylate

生成物 1

HCID 21947677dimethyl 2-bromo-1-(but-2-ynyl)-1H-imidazole-4,5-dicarboxylate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

3.06 g 1-bromo-2-butyne are added dropwise to a mixture of 6.00 g of dimethyl 2-bromo-1H-imidazole-4,5-dicarboxylate and 3.80 g of potassium carbonate in 40 ml of dimethylformamide. The mixture is stirred for 12 h at ambient temperature and then added to an aqueous saturated solution of sodium thiosulphate. The organic phase is separated off and the aqueous phase is extracted three times with ethyl acetate. The combined organic phases are dried over sodium sulphate, the solvent is removed and the residue is chromatographed over silica gel (cyclohexane/ethyl acetate 4:1>1:1).

後処理

  1. customThe organic phase is separated off
  2. extractionthe aqueous phase is extracted three times with ethyl acetate
  3. dry with materialThe combined organic phases are dried over sodium sulphate
  4. customthe solvent is removed
  5. customthe residue is chromatographed over silica gel (cyclohexane/ethyl acetate 4:1>1:1)

出典と根拠

ORDレコード
ord-0b3c97df53334c5eb4328ea70f511474
出典データセット
uspto-grants-2008_10
特許番号
US07432262B2

反応ノート

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