Hydrochloric Acid → 1-(2-Ethoxyphenyl)-1,4-diazepane hydrochloride

HRID 1750098Notes

Reaction equation

HRID 1750098 reaction equation
[ClH:1].[CH2:2]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:11]1[CH2:17][CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]1)[CH3:3]>CCOC(C)=O>[ClH:1].[CH2:2]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:11]1[CH2:17][CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1)[CH3:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68629809Tert-butyl 4-(2-ethoxyphenyl)-1,4-diazepane-1-carboxylate

Product 1

HCID 666337571-(2-Ethoxyphenyl)-1,4-diazepane hydrochlorideYield 59%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

Excess HCl in EtOAc was added dropwise to a solution of intermediate 30 (800 mg, 2.5 mmol) in EtOAc and the reaction mixture was stirred at rt for 1.5 h. Filtration gave 1-(2-ethoxyphenyl)-1,4-diazepane hydrochloride (intermediate 31) (382 mg, 59%) as a white solid.

Workup

  1. filtrationFiltration

Sources & evidence

ORD record
ord-10432156c52b4f6ba8cfb54448c48e69
Source dataset
uspto-grants-2015_10
Patent number
US09156822B2

Reaction notes

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