Benzaldehyde → 94655-32-0

HRID 980942Notes

Reaction equation

HRID 980942 reaction equation
[C:1]1(=[O:8])[O:7][C:5](=[O:6])[CH2:4][CH2:3][CH2:2]1.[CH:9](=O)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[CH2:17]([NH2:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C1(C)C(C)=CC=CC=1>[CH2:9]([N:24]1[CH:17]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:2]([C:1]([OH:7])=[O:8])[CH2:3][CH2:4][C:5]1=[O:6])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 7504BenzylamineHCID 7940Glutaric anhydride

Product 1

HCID 1377209994655-32-0Yield 69%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
0 °C

Procedure

11.4 g (0.10 mole) of glutaric anhydride and 19.5 g (0.10 mole of Schiff base, prepared from benzaldehyde and benzylamine, are refluxed in 300 ml of xylene at 140° C. for 10 hr. After cooling to 0° C. the solid is collected, washed with xylene and ether: 24.7 g (80%) of acid. Recrystallization from acetone-ether gave 21.3 g (69%) of title compound mp 171°-4° C.

Workup

  1. customis collected
  2. washwashed with xylene and ether
  3. customRecrystallization from acetone-ether

Sources & evidence

ORD record
ord-a7ff1144ee004eeebb96e5e343cd716d
Source dataset
uspto-grants-1987_01
Patent number
US04639529

Reaction notes

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