Acetic Acid → HCID 54200546, compound

HRID 1584691Notes

Reaction equation

HRID 1584691 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH:10]=[C:11]([C:14]([CH3:17])([CH3:16])[CH3:15])[C:12]=1[OH:13])[CH:8]=O)([CH3:4])([CH3:3])[CH3:2].[C:18]([CH2:20][C:21]([O:23][CH:24]1[CH2:29][CH2:28][CH:27]([C:30]([CH3:33])([CH3:32])[CH3:31])[CH2:26][CH2:25]1)=[O:22])#[N:19].N1CCCCC1.C(O)(=O)C>C1(C)C=CC=CC=1>[C:14]([C:11]1[CH:10]=[C:7]([CH:6]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[C:12]=1[OH:13])[CH:8]=[C:20]([C:18]#[N:19])[C:21]([O:23][CH:24]1[CH2:29][CH2:28][CH:27]([C:30]([CH3:31])([CH3:32])[CH3:33])[CH2:26][CH2:25]1)=[O:22])([CH3:17])([CH3:15])[CH3:16]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 8082PiperidineHCID 732193,5-Di-tert-butyl-4-hydroxybenzaldehydeHCID 15837774HCID 15837774, compound

Product 1

HCID 54200546HCID 54200546, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

5.4 g of 3,5-di-tertiary-butyl-4-hydroxybenzaldehyde were dissolved in 50 ml of toluene. 5.9 g of 4-tertiary-butylcyclohexyl cyanoacetate, 0.1 g of piperidine and 0.25 g of acetic acid were added. 0.4 g of water was removed azeotropically under reflux. The mixture was washed, dried and concentrated.

Workup

  1. custom0.4 g of water was removed azeotropically
  2. temperatureunder reflux
  3. washThe mixture was washed
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-306f008e63124ab8a61fbd6220240d5b
Source dataset
uspto-grants-1999_08
Patent number
US05935563

Reaction notes

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