Hydroxylamine, O-ethyl- → HCID 178474727, compound

HRID 1729574Notes

Reaction equation

HRID 1729574 reaction equation
[Br:1][C:2]1[C:3]([OH:15])=[C:4]([C:11](=O)[CH2:12][CH3:13])[C:5](=[O:10])[O:6][C:7]=1[CH2:8][CH3:9].[CH2:16]([O:18][NH2:19])[CH3:17]>C(O)C>[Br:1][C:2]1[C:3](=[O:15])[C:4](=[C:11]([NH:19][O:18][CH2:16][CH3:17])[CH2:12][CH3:13])[C:5](=[O:10])[O:6][C:7]=1[CH2:8][CH3:9]

Participants

4

Reactant 2

HCID 69357Hydroxylamine, O-ethyl-HCID 54727913HCID 54727913, compound

Product 1

HCID 178474727HCID 178474727, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.4 g of 5-bromo-6-ethyl-4-hydroxy-3-propionyl-pyrone (a melting point of 76.5° C to 77.5° C) was dissolved in 10 c.c. of ethanol and further 0.5 g of ethoxyamine was added in it and the resulting solution was agitated at room temperature during 4 hours. Further, it was agitated at a temperature of 40°-50° C during 30 minutes. Then, above ethanol was distilled off from the resulting reaction mixture under a reduced pressure and thereby, a crude white crystal was obtained. Further, the crude white crystal was recrystallized by using n-hexane and thus, a white spicular crystal was obtained as an objective compound.

Workup

  1. stirringFurther, it was agitated at a temperature of 40°-50° C during 30 minutes
  2. distillationThen, above ethanol was distilled off from the resulting reaction mixture under a reduced pressure
  3. customa crude white crystal was obtained
  4. customFurther, the crude white crystal was recrystallized
  5. customthus, a white spicular crystal was obtained as an objective compound

Sources & evidence

ORD record
ord-ac79e7f128494c698a820ccd4e287c88
Source dataset
uspto-grants-1976_11
Patent number
US03989504

Reaction notes

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