Hydroquinone → HCID 67171199, compound

HRID 1036033Notes

Reaction equation

HRID 1036033 reaction equation
[O:1]1[C:5]2([CH2:9][CH2:8][CH:7]=[CH:6]2)[O:4][CH2:3][CH2:2]1.[C:10]([O:14][CH3:15])(=[O:13])[CH:11]=[CH2:12].C1(C=CC(O)=CC=1)O>C(#N)C>[O:1]1[CH2:2][CH2:3][O:4][C:5]21[CH2:9][C@@H:8]1[CH2:7][C@@H:6]2[CH2:12][CH:11]1[C:10]([O:14][CH3:15])=[O:13]

Participants

5

Reactant 3

HCID 785HydroquinoneHCID 7294Methyl AcrylateHCID 69668Cyclopent-2-en-1-one-ethyleneacetal

Product 1

HCID 67171199HCID 67171199, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A reaction mixture of 1,4-dioxaspiro[4.4]non-6-ene (5 g), methyl acrylate (10.24 g), and hydroquinone (0.13 g) was heated at 100° C. in acetonitrile (12 mL) for three days. After cooling, the solvent was removed, and residue was purified by flash chromatography on silica gel eluting with 4:1 hexane/ethyl acetate to provide the title compound as a mixture of two isomers.

Workup

  1. temperatureAfter cooling
  2. customthe solvent was removed
  3. customresidue was purified by flash chromatography on silica gel eluting with 4:1 hexane/ethyl acetate

Sources & evidence

ORD record
ord-db866e22349c413c81d9d776d5a5365e
Source dataset
uspto-grants-2013_10
Patent number
US08546399B2

Reaction notes

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