3-Hydroxyphthalic anhydride → HCID 86681619, compound

HRID 571203Notes

Reaction equation

HRID 571203 reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4](=[O:12])O[C:6]2=[O:11].Cl.[NH2:14][CH2:15][C:16]([O:18][CH3:19])=[O:17]>>[OH:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4](=[O:12])[N:14]([CH2:15][C:16]([O:18][CH3:19])=[O:17])[C:6]2=[O:11]

Participants

3

Reactant 2

HCID 965803-Hydroxyphthalic anhydrideHCID 122755Glycine methyl ester hydrochloride

Product 1

HCID 86681619HCID 86681619, compoundYield 19%

Procedure

4-Hydroxyisobenzofuran-1,3-dione (600 mg, 3.66 mmol) and methyl 2-aminoacetate hydrochloride (505 mg, 4.02 mmol) were finely dispersed on Montmorillonite K10 (powder, Sigma-Aldrich) (1.2 g) and the solid mixture was reacted under microwave irradiation at 150° C. for 30 minutes. Montmorillonite was washed with MeOH and the solvent was evaporated under vacuum. The crude was purified by preparative HPLC (Method 1) recovering the title compound (160 mg, 0.680 mmol, 19% yield). MS/ESI+ 236.1 [MH]+.

Workup

  1. customthe solid mixture was reacted under microwave irradiation at 150° C. for 30 minutes
  2. washMontmorillonite was washed with MeOH
  3. customthe solvent was evaporated under vacuum
  4. customThe crude was purified by preparative HPLC (Method 1)

Sources & evidence

ORD record
ord-c08f6fd0ec13433d8b7324b5003c459f
Source dataset
uspto-grants-2015_05
Patent number
US09024027B2

Reaction notes

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