Hydrochloric Acid → Lithium (4-oxo-2a,3,4,5-tetrahydropyrrolo[4,3,2-de]quinolin-1(2H)-yl)acetate

HRID 1094099Notes

Reaction equation

HRID 1094099 reaction equation
[O:1]=[C:2]1[CH2:11][CH:10]2[CH2:12][N:13]([CH2:14][C:15]([O:17]CC)=[O:16])[C:8]3[C:9]2=[C:4]([CH:5]=[CH:6][CH:7]=3)[NH:3]1.CCO.[OH-].[Li+:24].Cl>C1COCC1.O>[O:1]=[C:2]1[CH2:11][CH:10]2[CH2:12][N:13]([CH2:14][C:15]([O-:17])=[O:16])[C:8]3[C:9]2=[C:4]([CH:5]=[CH:6][CH:7]=3)[NH:3]1.[Li+:24]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 3939Lithium HydroxideHCID 59257825Ethyl(4-oxo-2a,3,4,5-tetrahydropyrrolo[4,3,2-de]quinolin-1(2h)-yl)acetate

Product 1

HCID 66636292Lithium (4-oxo-2a,3,4,5-tetrahydropyrrolo[4,3,2-de]quinolin-1(2H)-yl)acetate

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl (4-oxo-2a,3,4,5-tetrahydropyrrolo[4,3,2-de]quinolin-1(2H)-yl)acetate, enantiomer B, from Step E (55 mg, 0.211 mmol) in THF (1 mL), EtOH (1 mL) and H2O (1 mL) was added 1.0 N lithium hydroxide (0.232 mL, 0.232 mmol). After 15 min, 1 N aqueous HCl was added to adjust the solution to pH 7 and the mixture was concentrated in vacuo to give the title compound. MS: m/z=233 (M+1).

Workup

  1. concentrationthe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-3d158de2702342be83735521edf22f14
Source dataset
uspto-grants-2012_03
Patent number
US08133891B2

Reaction notes

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