HCID 178500939, compound → HCID 54723680, compound

HRID 2426265Notes

Reaction equation

HRID 2426265 reaction equation
[NH:1]1[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][C:2]1=[N:8]O/C(=C/C(OC)=O)/C(OC)=O.N1CCCCCC1=N[O:28]/[C:29](=[CH:34]\[C:35]([O:37][CH3:38])=[O:36])/[C:30](OC)=[O:31]>CC1C=CC=CC=1C>[OH:28][C:29]1[C:30](=[O:31])[N:1]2[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][C:2]2=[N:8][C:34]=1[C:35]([O:37][CH3:38])=[O:36]

Participants

4

Reactant 2

HCID 178500939HCID 178500939, compoundHCID 178500940HCID 178500940, compound

Product 1

HCID 54723680HCID 54723680, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A mixture of dimethyl (2E)-2-[(azepan-2-ylideneamino)oxy]but-2-enedioate and dimethyl (2Z)-2-[(azepan-2-ylideneamino)oxy]but-2-enedioate in ratio 8/1 was dissolved in o-xylene and refluxed. After 16 h the solvent was removed under reduced pressure and the residue, dissolved in ethyl acetate, was extracted with a saturated solution of NaHCO3 in water. The pH of the aqueous phase was adjusted to about 3 adding 6M HCl aq. and the solution was extracted with dichloromethane. The organic phase was dried over sodium sulphate and concentrated.

Workup

  1. temperaturerefluxed
  2. customAfter 16 h the solvent was removed under reduced pressure
  3. dissolutionthe residue, dissolved in ethyl acetate
  4. extractionwas extracted with a saturated solution of NaHCO3 in water
  5. extractionthe solution was extracted with dichloromethane
  6. dry with materialThe organic phase was dried over sodium sulphate
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-ce9be4a78432445d958b3a6273fd00cd
Source dataset
uspto-grants-2011_06
Patent number
US07968553B2

Reaction notes

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