Hydroxyamine hydrochloride → 4,5-(Dimethylmethylenedioxy)-3-(1-ethoxyethoxy)-6-heptenal oxime

HRID 1741958Notes

Reaction equation

HRID 1741958 reaction equation
[CH3:1][C:2]1([CH3:19])[O:18][CH:15]([CH:16]=[CH2:17])[CH:4]([CH:5]([O:9][CH:10]([O:12][CH2:13][CH3:14])[CH3:11])[CH2:6][CH:7]=O)[O:3]1.Cl.[NH2:21][OH:22]>N1C=CC=CC=1.CCOCC>[CH3:1][C:2]1([CH3:19])[O:18][CH:15]([CH:16]=[CH2:17])[CH:4]([CH:5]([O:9][CH:10]([O:12][CH2:13][CH3:14])[CH3:11])[CH2:6][CH:7]=[N:21][OH:22])[O:3]1

Participants

5

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 190110124,5-(Dimethylmethylenedioxy)-3-(1-ethoxyethoxy)-6-heptenal

Product 1

HCID 867480474,5-(Dimethylmethylenedioxy)-3-(1-ethoxyethoxy)-6-heptenal oxime

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 3283Diethyl EtherSolvent

Procedure

The obtained 4,5-(dimethylmethylenedioxy)-3-(1-ethoxyethoxy)-6-heptenal was dissolved in 2 ml of pyridine under a nitrogen atmosphere, and 442 mg of hydroxylamine hydrochloride was added at 0° C. The mixture was stirred at room temperature for 4 hours, and the obtained reaction mixture was diluted with ether. The diluted reaction mixture was washed with a saturated sodium chloride aqueous solution, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure to afford 1.00 g of 4,5-(dimethylmethylenedioxy)-3-(1-ethoxyethoxy)-6-heptenal oxime.

Workup

  1. customthe obtained reaction mixture
  2. customThe diluted reaction mixture
  3. washwas washed with a saturated sodium chloride aqueous solution
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-298ffdf463a14dc4939890cccd0668ea
Source dataset
uspto-grants-1994_08
Patent number
US05334740

Reaction notes

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