Toluene → HCID 86751423, compound

HRID 1489546Notes

Reaction equation

HRID 1489546 reaction equation
[CH2:1]([N:8]1[CH2:12][CH:11]=[C:10]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:18]([C:22]1C=C(O)C(=C[CH:28]=1)O)(C)(C)[CH3:19].[C:30]1(C)[CH:35]=CC=[CH:32][CH:31]=1>>[CH2:30]([CH:12]1[CH:11]2[C:10]([C:13]([OH:15])=[O:14])([CH2:19][CH:18]=[CH:22][CH2:28]2)[CH2:9][N:8]1[CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[CH3:31].[CH2:1]([N:8]1[CH2:9][C:10]2([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH:11]([CH2:35][CH:30]=[CH:31][CH2:32]2)[CH2:12]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 1140TolueneHCID 73814-tert-ButylcatecholHCID 14667723HCID 14667723, compound

Product 1

HCID 86751423HCID 86751423, compound

Conditions

Temperature
120 °C

Procedure

231 g (1 mol) of ethyl 1-benzyl-2,5-dihydropyrrole-3-carboxylate and 10 g of 4-tert-butylpyrocatechol are dissolved in 1500 ml of toluene, 20 bar of nitrogen are injected and 350 g of 1,3-betadiene are then blown into the autoclave. The mixture is heated at 120° C. for three days and cooled, the pressure is released, and the solution is concentrated and distilled. Yield: 264.9 g (87.6% of theory), boiling point: 127°-140° C./0.1 mbar. The product is 94% pure according to gas-chromatographic detemination.

Workup

  1. temperaturecooled
  2. concentrationthe solution is concentrated
  3. distillationdistilled

Sources & evidence

ORD record
ord-00cec164e60f4cb78af06d2253000f63
Source dataset
uspto-grants-1997_10
Patent number
US05679689

Reaction notes

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