Hydrochloric Acid → 1312536-58-5

HRID 410489Notes

Reaction equation

HRID 410489 reaction equation
[ClH:1].C(OC(=O)[NH:8][CH2:9][C:10]1[CH:11]=[C:12]2[C:17](=[CH:18][CH:19]=1)[NH:16][C:15](=[O:20])[CH2:14][CH2:13]2)(C)(C)C>O1CCOCC1.C(Cl)Cl>[ClH:1].[NH2:8][CH2:9][C:10]1[CH:11]=[C:12]2[C:17](=[CH:18][CH:19]=1)[NH:16][C:15](=[O:20])[CH2:14][CH2:13]2

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67261227HCID 67261227, compound

Product 1

HCID 672584201312536-58-5Yield 95%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

500 ml of 3 N HCl in dioxane was added to the mixture of 40 g of the product of Step 1 in 500 ml of DCM and the solution was stirred overnight at RT. The solvent was evaporated, and the residue was washed with Et2O (1000 ml) to afford 6-(aminomethyl)-3,4-dihydroquinolin-2(1H)-one hydrochloride (30 g, 95% yield). 1H-NMR (300 MHz, DMSO-d6) δ: 10.17 (s, 1H), 7.28-7.23 (m, 2H), 6.88-6.86 (m, 1H), 3.90 (s, 2H), 2.89-2.84 (m, 2H), 2.53-2.42 (m, 2H).

Workup

  1. customThe solvent was evaporated
  2. washthe residue was washed with Et2O (1000 ml)

Sources & evidence

ORD record
ord-7ea49b67f6d04c839c19e33a7301be1b
Source dataset
uspto-grants-2014_06
Patent number
US08759366B2

Reaction notes

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