4-tert-Butylcatechol → HCID 15289116, compound

HRID 1603692Notes

Reaction equation

HRID 1603692 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
  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-238ed9b202854b0782345ce124f94c72
Source dataset
uspto-grants-1999_11
Patent number
US05990122

Reaction notes

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