4-tert-Butylcatechol → HCID 15289116, compound

HRID 1290854Notes

Reaction equation

HRID 1290854 reaction equation
[C:1]([C:3]1[CH2:8][CH2:7][CH:6]=[CH:5][CH:4]=1)#[N:2].[C:9]1(=[O:15])[NH:13][C:12](=[O:14])[CH:11]=[CH:10]1.C(C1C=C(O)C(=CC=1)O)(C)(C)C>CN(C)C=O>[C:1]([C:3]12[CH2:8][CH2:7][CH:6]([CH:5]=[CH:4]1)[CH:11]1[CH:10]2[C:9](=[O:15])[NH:13][C:12]1=[O:14])#[N:2]

Participants

5

Reactant 3

HCID 73814-tert-ButylcatecholHCID 10935MaleimideHCID 13153847Cyclohexa-1,3-diene-1-carbonitrile

Product 1

HCID 15289116HCID 15289116, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

59 g (0.56 mol) of 1-cyano-cyclohexa-1,3-diene are heated at 150° C. with 54 g (0.56 mol) of maleimide and 5 g of 4-(tert-butyl)-pyrocatechol in 1000 ml of dimethylformamide for 8 hours. The mixture is concentrated the residue is stirred with water and toluene and the product which has crystallized is filtered off with suction, washed with isopropanol and dried in air.

Workup

  1. concentrationThe mixture is concentrated the residue
  2. customthe product which has crystallized
  3. filtrationis filtered off with suction
  4. washwashed with isopropanol
  5. customdried in air

Sources & evidence

ORD record
ord-21cceb1056df48c6b42c1edaec0b725c
Source dataset
uspto-grants-1998_05
Patent number
US05753669

Reaction notes

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