Hydrochloric Acid → Ethyl 7-(2-aminoethoxy)-1-(3,4-dichlorobenzyl)-1,2,3,4-tetrahydronaphthalen-2-ylcarbamate hydrochloride

HRID 2177065Notes

Reaction equation

HRID 2177065 reaction equation
[CH2:1]([O:3][C:4](=[O:36])[NH:5][CH:6]1[CH2:15][CH2:14][C:13]2[C:8](=[CH:9][C:10]([O:16][CH2:17][CH2:18][NH:19]C(OC(C)(C)C)=O)=[CH:11][CH:12]=2)[CH:7]1[CH2:27][C:28]1[CH:33]=[CH:32][C:31]([Cl:34])=[C:30]([Cl:35])[CH:29]=1)[CH3:2].Cl>C(Cl)Cl.CC(O)C>[ClH:34].[NH2:19][CH2:18][CH2:17][O:16][C:10]1[CH:9]=[C:8]2[C:13]([CH2:14][CH2:15][CH:6]([NH:5][C:4](=[O:36])[O:3][CH2:1][CH3:2])[CH:7]2[CH2:27][C:28]2[CH:33]=[CH:32][C:31]([Cl:34])=[C:30]([Cl:35])[CH:29]=2)=[CH:12][CH:11]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 46870359[7-(2-tert-Butoxycarbonylamino-ethoxy)-1-(3,4-dichloro-benzyl)-1,2,3,4-tetrahydro-naphthalen-2-yl]carbamic acid ethyl ester

Product 1

HCID 68516136Ethyl 7-(2-aminoethoxy)-1-(3,4-dichlorobenzyl)-1,2,3,4-tetrahydronaphthalen-2-ylcarbamate hydrochlorideYield 142.2%

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 6344DichloromethaneSolvent

Procedure

[7-(2-tert-Butoxycarbonylamino-ethoxy)-1-(3,4-dichloro-benzyl)-1,2,3,4-tetrahydronaphthalen-2-yl]-carbamic acid ethyl ester (9.27 g, 17.3 mmol) example 1 was dissolved in CH2Cl2 (200 ml) and HCl in iPrOH (6N) was added. The reaction was stirred at RT over night after which a solid precipitates. To the reaction mixture diethyl ether was added and the precipitating HCl salt was separated by filtration to give the final product as a solid (5.85 g, 12.3 mmol, 72%).

Workup

  1. customprecipitates
  2. additionTo the reaction mixture diethyl ether was added
  3. customthe precipitating HCl salt was separated by filtration

Sources & evidence

ORD record
ord-f70de3ccebc643cf8d99657725a44308
Source dataset
uspto-grants-2015_06
Patent number
US09067871B2

Reaction notes

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