HCID 67259861, compound → 6-(Aminomethyl)-2,3-dihydro-1H-isoindol-1-one

HRID 410488Notes

Reaction equation

HRID 410488 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[CH2:14][NH:13][C:12]2=[O:18])(C)(C)C>Cl>[NH2:7][CH2:8][C:9]1[CH:10]=[C:11]2[C:15]([CH2:14][NH:13][C:12]2=[O:18])=[CH:16][CH:17]=1

Participants

3

Reactant 1

HCID 67259861HCID 67259861, compound

Product 1

HCID 584561586-(Aminomethyl)-2,3-dihydro-1H-isoindol-1-oneYield 92.5%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of the product of Step 2 (100 g, 0.38 mol) and HCl (dissolved in MeOH, 3 M, 500 ml) was stirred overnight. Removal of the solvent gave a solid which was washed with Et2O and dried to afford 6-(aminomethyl)-2,3-dihydro-1H-isoindol-1-one (57 g, 76% yield). 1H-NMR (300 MHz, D2O) δ: 7.69-7.67 (m, 1H), 7.52 (s, 1H), 7.45-7.43 (m, 1H), 4.39 (s, 2H), 4.17 (s, 2H).

Workup

  1. customRemoval of the solvent
  2. customgave a solid which
  3. washwas washed with Et2O
  4. customdried

Sources & evidence

ORD record
ord-52fe6ca7f23e43cb82927a0f075f8f81
Source dataset
uspto-grants-2014_06
Patent number
US08759366B2

Reaction notes

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