Ammonia → 1105662-99-4

HRID 1175137Notes

Reaction equation

HRID 1175137 reaction equation
[CH3:1][O:2][C:3](=[O:9])[CH:4]=[C:5]1[CH2:8][O:7][CH2:6]1.[NH3:10]>CCO>[CH3:1][O:2][C:3](=[O:9])[CH2:4][C:5]1([NH2:10])[CH2:8][O:7][CH2:6]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 46839994Methyl (oxetan-3-ylidene)acetate

Product 1

HCID 533465711105662-99-4

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Oxetan-3-ylidene-acetic acid methyl ester (Angewandte Chemie, International Edition (2006), 45(46), 7736-7739) ester (1.5 g; 11.72 mmol) in EtOH (20 ml) and liquid NH3 (11 g) are heated in a steel cylinder at 800 C for 5 hours. Evaporation of the solvent delivers the title compound as yellow resin. 1H-NMR (400 MHz; DMSO-d6): 4.42 (d, 2H); 4.34 (d, 2H); 3.61 (s, 3H); 2.77 (s, 2H); 2.33 (bs, 2H). MS (m/z) ES+: 145 (MH+; 15); 96 (100).

Workup

  1. customEvaporation of the solvent

Sources & evidence

ORD record
ord-f7c87cf446fa4bd8bc5d1f001eaf89a2
Source dataset
uspto-grants-2010_11
Patent number
US07838674B2

Reaction notes

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