1-Octanol → 4-Octyloxy-3-pyrrolin-2-one

HRID 1460832Notes

Reaction equation

HRID 1460832 reaction equation
[CH3:1][O:2][C:3]1[CH2:7][NH:6][C:5](=[O:8])[CH:4]=1.CS(O)(=O)=O.[CH2:14](O)[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]C>>[CH2:1]([O:2][C:3]1[CH2:7][NH:6][C:5](=[O:8])[CH:4]=1)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]

Participants

4

Reactant 3

HCID 9571-OctanolHCID 6395Methanesulfonic AcidHCID 5747694-methoxy-2,5-dihydro-1H-pyrrol-2-one

Product 1

HCID 199825784-Octyloxy-3-pyrrolin-2-one

Conditions

Temperature
100 °C

Procedure

A mixture of 4-methoxy-3-pyrrolin-2-one (3 g), 1-octanol (7.4 ml) and methanesulfonic acid (0.2 g) were heated at 100° C. for 2 hours under reduced pressure (40 mbars). The product was chromatographed on silica gel, eluting with 2% methanol in methylene chloride, to give 4-octyloxy-3-pyrrolin-2-one.

Workup

  1. customThe product was chromatographed on silica gel
  2. washeluting with 2% methanol in methylene chloride

Sources & evidence

ORD record
ord-9be0502d1b17430a81781c8984463853
Source dataset
uspto-grants-1991_12
Patent number
US05072006

Reaction notes

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