Hydrochloric Acid → Bis(2-propoxyethyl)amine

Reaction equation

Cl.CCOC(C)=O.[CH2:8]([O:11][CH2:12][CH2:13][N:14]([CH2:22][CH2:23][O:24][CH2:25][CH2:26][CH3:27])C(=O)OC(C)(C)C)[CH2:9][CH3:10]>>[CH2:25]([O:24][CH2:23][CH2:22][NH:14][CH2:13][CH2:12][O:11][CH2:8][CH2:9][CH3:10])[CH2:26][CH3:27]

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 8857Ethyl Acetate

HCID 89410734Tert-butyl bis(2-propoxyethyl)carbamate

Product 1

HCID 20405789Bis(2-propoxyethyl)amineYield 100%

Procedure

To a solution of HCl in EtOAc (15 mL, 30 mmol, 2 M) was added tert-butyl bis(2-propoxyethyl)carbamate (1.78 g, 6.15 mmol). The reaction mixture was stirred at rt overnight, then concentrated in vacuo to give the title compound as colorless oil (1.16 g, 100%).

Workup

concentrationconcentrated in vacuo

Sources & evidence

ORD record: ord-90b49a1dfc6343db85c3f460ec35fb42
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09434695B2

Reaction notes

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