N-methyl-2-pyrrolidone → Dibenzofuran

HRID 128513

Reaction equation

HRID 128513 reaction equation
CCO[CH:4]1N(C(OCC)=O)[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5]1.CCN(C(C)C)[CH:22]([CH3:24])[CH3:23].CN1C(=[O:34])CCC1>>[CH:8]1[C:7]2[C:6]3[CH:23]=[CH:22][CH:24]=[CH:4][C:5]=3[O:34][C:12]=2[CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 3

HCID 13387N-methyl-2-pyrrolidoneHCID 278332-Ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinolineHCID 81531Diisopropylethylamine

Product 1

HCID 568Dibenzofuran

Procedure

Dbf-BAE (0.022 mmol), prepared above (F246), and EEDQ (0.024 mmol) are dissolved in NMP (0.3 mL). After 2 h of stirring at ambient temperature, N-glycylfluoresceinamine (0.022 mmol) and DIEA (0.012 mL, 0.067 mmol) are added as in examples 17 and 19 above. After about 18 h at ambient temperature, protected from light, the solvent is removed under reduced pressure and the residue purified by preparative TLC (reversed phase C18, 1 mm, methanol/500 mM NaCl, 6:4) giving the tracer shown below. ##STR15## D. Production of Antisera

Workup

  1. waitAfter about 18 h at ambient temperature
  2. customthe solvent is removed under reduced pressure
  3. customthe residue purified by preparative TLC (reversed phase C18, 1 mm, methanol/500 mM NaCl, 6:4)
  4. customgiving the tracer

Sources & evidence

ORD record
ord-8de111a5c3d9488bada670e47bf7ce9b
Source dataset
uspto-grants-1995_11
Patent number
US05464746

Linked notes

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