Ammonia → Ethyl 2-(3-aminooxetan-3-yl)acetate

HRID 1523300Notes

Reaction equation

HRID 1523300 reaction equation
[O:1]1[CH2:4][C:3](=[CH:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH2:2]1.[NH3:11]>C(O)C>[NH2:11][C:3]1([CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH2:4][O:1][CH2:2]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 53308471Ethyl 2-(oxetan-3-ylidene)acetate

Product 1

HCID 55280628Ethyl 2-(3-aminooxetan-3-yl)acetateYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

Ethyl oxetan-3-ylideneacetate (Preparation 38, 781 g, 5.49 mol) was dissolved in 2M ammonia in ethanol (8.24 L) and heated to 100° C. in a bomb for 5 hours. The reaction was concentrated in vacuo to afford the title compound as a mobile oil (750 g, 100% yield).

Workup

  1. concentrationThe reaction was concentrated in vacuo

Sources & evidence

ORD record
ord-928890f295c044c98420b38d88d1756d
Source dataset
uspto-grants-2015_07
Patent number
US09079878B2

Reaction notes

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