Hydrochloric Acid → (R)-5-(2-aminopropyl)-1,3-benzodioxole-2,2-dicarboxylic acid diethyl ester hydrochloride

HRID 1525Notes

Reaction equation

HRID 1525 reaction equation
[CH2:1]([O:3][C:4]([C:6]1([C:26]([O:28][CH2:29][CH3:30])=[O:27])[O:10][C:9]2[CH:11]=[CH:12][C:13]([CH2:15][C@H:16]([NH:18]C(OC(C)(C)C)=O)[CH3:17])=[CH:14][C:8]=2[O:7]1)=[O:5])[CH3:2].C(OCC)C.[ClH:36]>C(OCC)(=O)C>[ClH:36].[NH2:18][C@H:16]([CH3:17])[CH2:15][C:13]1[CH:12]=[CH:11][C:9]2[O:10][C:6]([C:26]([O:28][CH2:29][CH3:30])=[O:27])([C:4]([O:3][CH2:1][CH3:2])=[O:5])[O:7][C:8]=2[CH:14]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 54476420(R)-5-[N-(t-Butyloxycarbonyl)-2-aminopropyl]-1,3-benzodioxole-2,2-dicarboxylic acid, diethyl ester

Product 1

HCID 67642885(R)-5-(2-aminopropyl)-1,3-benzodioxole-2,2-dicarboxylic acid diethyl ester hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of (R)-5-[N-(t-butyloxycarbonyl)-2-aminopropyl]-1,3-benzodioxole-2,2-dicarboxylic acid diethyl ester (3.0 g, 7 mMol) in ethyl acetate (40 ml) and hydrogen chloride solution in diethyl ether (1M, 56 ml, 56 mMol) was stirred at ambient temperature under an argon atmosphere for 48 hours. The solvent was evaporated and the residue was dried giving the title compound as a glass.

Workup

  1. customThe solvent was evaporated
  2. customthe residue was dried

Sources & evidence

ORD record
ord-bd1ea3526e084bb093238986ab53097a
Source dataset
uspto-grants-1998_03
Patent number
US05726165

Reaction notes

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