Benzaldehyde → HCID 86722234, compound

HRID 869386Notes

Reaction equation

HRID 869386 reaction equation
[C:1]([C:4]1[O:5][C:6]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([Cl:16])[C:7]=2[C:8]=1[NH2:9])(=[O:3])[CH3:2].[CH:17](=O)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[OH-].[Na+].O>CO>[C:1]([C:4]1[O:5][C:6]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([Cl:16])[C:7]=2[C:8]=1[NH2:9])(=[O:3])[CH:2]=[CH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

6

Reactant 4

HCID 240BenzaldehydeHCID 962WaterHCID 14798Sodium HydroxideHCID 86722235HCID 86722235, compound

Product 1

HCID 86722234HCID 86722234, compoundYield 92.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
45 °C

Procedure

A mixture of 7G (1.5 g, 6.26 mmol), benzaldehyde (0.863 g, 8.14 mmol, 1.3 eq) and NaOH (1.0 g, 25.04 mmol, 4 eq) in MeOH (20 mL) was stirred at 45° C. for 24 hours. TLC monitored the reaction. After the reaction completed, the reaction mixture was cooled to room temperature and poured into water (20 mL) The yellow solids precipitated out were collected by filtration and dried to give product 8A (1.9 g, 92.6% yield).

Workup

  1. customthe reaction
  2. temperaturethe reaction mixture was cooled to room temperature
  3. customprecipitated out
  4. filtrationwere collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-bfb088da04e847ed8265e7dfa61e942b
Source dataset
uspto-grants-2015_03
Patent number
US08969373B2

Reaction notes

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