Hydrochloric Acid → HCID 21815095, compound

HRID 571205Notes

Reaction equation

HRID 571205 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:4]=1[C:5](=[O:18])[N:6]([CH2:13][C:14]([O:16]C)=[O:15])[C:7]2=[O:12].Cl>O1CCOCC1>[CH3:1][O:2][C:3]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:4]=1[C:5](=[O:18])[N:6]([CH2:13][C:14]([OH:16])=[O:15])[C:7]2=[O:12]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21815096HCID 21815096, compound

Product 1

HCID 21815095HCID 21815095, compoundYield 47%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of methyl 2-(4-methoxy-1,3-dioxoisoindolin-2-yl)acetate (130 mg, 0.522 mmol) in dioxane (15 ml) a 12 N aqueous solution of HCl (15 ml) was added and the mixture was reacted overnight at room temperature. The organic layer was evaporated and the desired compound was extracted with EtOAc (2×20 ml) obtaining the title compound that was used in the next step without further purification (57 mg, 0.242 mmol, 47% yield). MS/ESI+ 236.1 [MH]+.

Workup

  1. customthe mixture was reacted overnight at room temperature
  2. customThe organic layer was evaporated
  3. extractionthe desired compound was extracted with EtOAc (2×20 ml)

Sources & evidence

ORD record
ord-58b5f5d16cb5429e9351dfdc34468b69
Source dataset
uspto-grants-2015_05
Patent number
US09024027B2

Reaction notes

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