Ammonium Hydroxide → 2,2-Diethoxyacetamide

Reaction equation

[CH2:1]([O:3][CH:4]([O:10][CH2:11][CH3:12])[C:5](OCC)=[O:6])[CH3:2].[NH4+:13].[OH-]>>[CH2:1]([O:3][CH:4]([O:10][CH2:11][CH3:12])[C:5]([NH2:13])=[O:6])[CH3:2]

Participants

Reactant 2

HCID 14923Ammonium Hydroxide

HCID 80169Ethyl diethoxyacetate

Product 1

HCID 1007652,2-DiethoxyacetamideYield 99%

Procedure

Ethyl diethoxyacetate (Aldrich) (10 mL, 56.41 mmol) was added to concentrated NH4OH (50 mL) and the mixture allowed to stir until a homogeneous solution was obtained (40 hours). The solvent was then removed under reduced pressure to yield the sub-title compound as fine white needles (8.209 g, 99%).

Workup

customwas obtained (40 hours)
customThe solvent was then removed under reduced pressure

Sources & evidence

ORD record: ord-3c948a6daead4d7a9f915b6f7b70559c
Source dataset: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08012967B2

Reaction notes

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