Propylene Oxide → HCID 19915728, compound

HRID 1032678Notes

Reaction equation

HRID 1032678 reaction equation
[CH3:1][NH:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][CH:6]=1.[CH2:14]1[O:17][CH:15]1[CH3:16]>C(O)C>[CH3:1][N:2]([CH2:14][CH:15]([OH:17])[CH3:16])[CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 6378Propylene OxideHCID 2794239N-methyl-4-nitrophenethylamine

Product 1

HCID 19915728HCID 19915728, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of N-methyl-4-nitrophenethylamine (1.8 g) and propylene oxide (0.66 g) in ethanol (50 ml) was stirred at reflux for 5 hours. After evaporation to dryness the residual orange oil was chromatographed on silica (37 Kieselgel 60" - Trade Mark) eluting with ethyl acetate followed by collection and evaporation of suitable fractions to give the title compound as a yellow oil.

Workup

  1. temperatureat reflux for 5 hours
  2. customAfter evaporation to dryness the residual orange oil
  3. customwas chromatographed on silica (37 Kieselgel 60" - Trade Mark)
  4. washeluting with ethyl acetate
  5. customfollowed by collection and evaporation of suitable fractions

Sources & evidence

ORD record
ord-bae41d7897b44c9382df2b38d508494d
Source dataset
uspto-grants-1990_09
Patent number
US04959366

Reaction notes

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