Hydrochloric Acid → HCID 131723877, compound

HRID 411748Notes

Reaction equation

HRID 411748 reaction equation
C([N:8]1[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]1([CH3:21])[C:17]([O:19][CH3:20])=[O:18])(OC(C)(C)C)=O.[ClH:22]>O1CCOCC1>[ClH:22].[CH3:21][C:9]1([C:17]([O:19][CH3:20])=[O:18])[C:10]2[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:16][NH:8]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 60051172HCID 60051172, compound

Product 1

HCID 131723877HCID 131723877, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a sample of N-BOC-1,3-dihydro-1-methyl-2H-isoindole-1-carboxylic acid, methyl ester (0.50 g, 1.7 mmol) was added HCl in dioxane (4 M, 5.0 mL). After stirring at rt for 1 hr, the reaction mixture was concentrated in vacuo, and the residue was triturated with Et2O and was concentrated to dryness to yield 1,3 -dihydro-1-methyl-2H-isoindole-1-carboxylic acid, methyl ester, hydrochloride (0.40 g, 100%) which was used in the subsequent reaction without purification.

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. customthe residue was triturated with Et2O
  3. concentrationwas concentrated to dryness

Sources & evidence

ORD record
ord-2b15c7680643436688de1d74165d1aab
Source dataset
uspto-grants-2003_05
Patent number
US06559174B2

Reaction notes

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