Benzylamine → Benzylphthalimide

HRID 1173858Notes

Reaction equation

HRID 1173858 reaction equation
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N1[C:18](=[O:19])[C:17]2=[CH:20][CH:21]=[CH:22][CH:23]=[C:16]2[C:15]1=[O:24])(OCC)=O.C(=O)([O-])[O-].[Na+].[Na+]>O>[CH2:1]([N:8]1[C:18](=[O:19])[C:17]2[C:16](=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:15]1=[O:24])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 7504BenzylamineHCID 10340Sodium CarbonateHCID 31187N-Carbethoxyphthalimide

Product 1

HCID 75059BenzylphthalimideYield 82.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Benzylamine (manufactured by Tokyo Kasei Kogyo Co., Ltd.) (1.00 g) was dissolved in purified water (20 ml) and then added with N-carbethoxyphthalimide (manufactured by Tokyo Kasei Kogyo Co., Ltd.) (3.06 g) and sodium carbonate (2.47 g), followed by stirring at room temperature for 3 hours. After completion of the reaction, the solution was filtered and the residue was washed with purified water and then dried under vacuum at 60° C., thereby obtaining the subject compound (1.82 g) as a white solid.

Workup

  1. customAfter completion of the reaction
  2. filtrationthe solution was filtered
  3. washthe residue was washed with purified water
  4. customdried under vacuum at 60° C.

Sources & evidence

ORD record
ord-9c2149ae476e40f99330ae175260d9b1
Source dataset
uspto-grants-2010_11
Patent number
US07833991B2

Reaction notes

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