3,5-Di-tert-butyl-4-hydroxybenzaldehyde → HCID 135973970, compound

HRID 1165140Notes

Reaction equation

HRID 1165140 reaction equation
Cl.[NH2:2][N:3]1[CH:7]=[CH:6][N:5]=[CH:4]1.[OH:8][C:9]1[C:16]([C:17]([CH3:20])([CH3:19])[CH3:18])=[CH:15][C:12]([CH:13]=O)=[CH:11][C:10]=1[C:21]([CH3:24])([CH3:23])[CH3:22]>C(O)C>[OH:8][C:9]1[C:16]([C:17]([CH3:19])([CH3:18])[CH3:20])=[CH:15][C:12]([CH:13]=[N:2][N:3]2[CH:7]=[CH:6][N:5]=[CH:4]2)=[CH:11][C:10]=1[C:21]([CH3:24])([CH3:23])[CH3:22]

Participants

4

Reactant 2

HCID 732193,5-Di-tert-butyl-4-hydroxybenzaldehydeHCID 12765428HCID 12765428, compound

Product 1

HCID 135973970HCID 135973970, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.48 g of 1-aminoimidazole hydrochloride are suspended in 30 ml of ethanol, whereupon 0.93 g of 4-hydroxy-3,5-di-tert.-butylbenzaldehyde is added. The suspension is stirred at room temperature for 3 hours, whereby there results a clear solution which is evaporated in a vacuum. The residue is taken up in 15 ml of water, neutralized (pH=7) with ice-cold saturated sodium bicarbonate solution and extracted rapidly three times with 30 ml of methylene chloride each time. The combined organic phases are dried over sodium sulfate, filtered and evaporated in a vacuum. By sublimation of the residue (160°/12 Torr), there is obtained 1-(4-hydroxy-3,5-di-tert.-butylbenzylideneamino)imidazole of m.p. 171°-174°.

Workup

  1. additionis added
  2. customwhereby there results a clear solution which
  3. customis evaporated in a vacuum
  4. extractionextracted rapidly three times with 30 ml of methylene chloride each time
  5. dry with materialThe combined organic phases are dried over sodium sulfate
  6. filtrationfiltered
  7. customevaporated in a vacuum

Sources & evidence

ORD record
ord-134a66ab3faf4bb59d557d7fb2f1cef1
Source dataset
uspto-grants-1990_03
Patent number
US04908363

Reaction notes

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