Ethanol → HCID 13289787, compound

HRID 442086Notes

Reaction equation

HRID 442086 reaction equation
[C:1]([CH:4]([CH2:16][CH3:17])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]1[C:11](=[O:15])[CH2:12][CH2:13][CH:14]=1)([OH:3])=[O:2].S(Cl)(Cl)=O.[CH2:22](O)[CH3:23]>>[C:1]([CH:4]([CH2:16][CH3:17])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]1[C:11](=[O:15])[CH2:12][CH2:13][CH:14]=1)([O:3][CH2:22][CH3:23])=[O:2]

Participants

4

Reactant 3

HCID 702EthanolHCID 24386Thionyl ChlorideHCID 217678162-(6-Carboxyoctyl)-2-cyclopentenone

Product 1

HCID 13289787HCID 13289787, compound

Procedure

Treatment of 2-(6-carboxyoctyl)-2-cyclopentenone (Example 154) with thionyl chloride and then treatment of the acid chloride with ethanol in the manner described in Example 264 give an amber oil. The oil is placed on a magnesia-silica gel column and eluted with 3:1 benzene:ether. The solvent is removed and the residue is distilled, b.p. 122° C. (0.06 mm).

Workup

  1. customgive an amber oil
  2. washeluted with 3:1 benzene
  3. customThe solvent is removed
  4. distillationthe residue is distilled

Sources & evidence

ORD record
ord-86a3e98002304651b99d0962b4509a2a
Source dataset
uspto-grants-1977_08
Patent number
US04044043

Reaction notes

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