Ethanol → HCID 13289787, compound

HRID 973016Notes

Reaction equation

HRID 973016 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 131) with thionyl chloride and then treatment of the acid chloride with ethanol in the manner described in Example 456 gives 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. customgives an amber oil
  2. washeluted with 3:1 benzene
  3. customThe solvent is removed
  4. distillationthe residue is distilled

Sources & evidence

ORD record
ord-074535134572444582ab4c3be6272ad7
Source dataset
uspto-grants-1977_10
Patent number
US04054604

Reaction notes

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