Water → HCID 13069713, compound

HRID 1390165Notes

Reaction equation

HRID 1390165 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([N:8]2[C:12](=[O:13])[C:11]([CH3:14])=[C:10]([CH3:15])[C:9]2=[O:16])[CH:5]=[CH:6][CH:7]=1.[BH4-].[Na+].O>CO>[CH3:1][C:2]1[CH:3]=[C:4]([N:8]2[C:9](=[O:16])[C:10]([CH3:15])=[C:11]([CH3:14])[CH:12]2[OH:13])[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 130698313,4-Dimethyl-1-(3-methylphenyl)-1H-pyrrole-2,5-dione

Product 1

HCID 13069713HCID 13069713, compoundYield 92.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 20 g (0.93 mole) of the resulting N-(3-methylphenyl)dimethyl-maleimide in 180 ml of methanol is added at 20° 7.2 g (0.185 mole) of sodium borohydride in portions so small that the temperature does not exceed 40°. An intense evolution of gas is observed. The reaction mixture is initially a clear colourless solution, but soon becomes a white suspension, which is poured after one hour into water. The white substance which has precipitated out is filtered off, washed well with methanol and dried under reduced pressure to obtain 18.6 g of white crystals (92.1% of theory), which melt at 170°-172° (compound No. 9, Table I).

Workup

  1. customdoes not exceed 40°
  2. customThe white substance which has precipitated out
  3. filtrationis filtered off
  4. washwashed well with methanol
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-48e9857055c3404aa9672a162d866de0
Source dataset
uspto-grants-1979_02
Patent number
US04138243

Reaction notes

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