Hydrochloric Acid → 3-(4-Amino-butyl)-7,8-dimethoxy-2a,3,4,5-tetrahydro-2H-3-aza-acenaphthylen-1-one dihydro-chloride

HRID 1444610Notes

Reaction equation

HRID 1444610 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][CH2:10][CH2:11][N:12]1[CH2:22][CH2:21][C:20]2[C:23]3[CH:13]1[CH2:14][C:15](=[O:28])[C:16]=3[C:17]([O:26][CH3:27])=[C:18]([O:24][CH3:25])[CH:19]=2)(C)(C)C.[ClH:30]>C(Cl)Cl.C(O)C.CCOCC>[ClH:30].[ClH:30].[NH2:7][CH2:8][CH2:9][CH2:10][CH2:11][N:12]1[CH2:22][CH2:21][C:20]2[C:23]3[CH:13]1[CH2:14][C:15](=[O:28])[C:16]=3[C:17]([O:26][CH3:27])=[C:18]([O:24][CH3:25])[CH:19]=2

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 57729072[4-(7,8-Dimethoxy-1-oxo-2,2a,4,5-tetrahydro-1H-3-aza-acenaphthylen-3-yl)-butyl]-carbamic acid tert-butyl ester

Product 1

HCID 673585823-(4-Amino-butyl)-7,8-dimethoxy-2a,3,4,5-tetrahydro-2H-3-aza-acenaphthylen-1-one dihydro-chlorideYield 80%

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

[4-(7,8-Dimethoxy-1-oxo-2,2a,4,5-tetrahydro-1H-3-aza-acenaphthylen-3-yl)-butyl]-carbamic acid tert-butyl ester (498 mg, 1.22 mmol) is dissolved in a mixture of CH2Cl2 (10 ml) and ethanol (2 ml) and a solution of 2 N HCl in Et2O is added (6 ml, 12 mmol). A brown precipitate appears, which is collected by filtration (367 mg, 80% yield).

Workup

  1. filtrationwhich is collected by filtration (367 mg, 80% yield)

Sources & evidence

ORD record
ord-8e48048f3c6d427f946992e50fb9e972
Source dataset
uspto-grants-2010_02
Patent number
US07662862B2

Reaction notes

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