Sodium ethoxide → HCID 18177401, compound

HRID 394658Notes

Reaction equation

HRID 394658 reaction equation
C([O:4][C:5]1[CH:6]=[CH:7][C:8]2[O:13][CH:12]=[C:11]([CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[O:10][C:9]=2[CH:20]=1)(=O)C.C([O-])C.[Na+]>C(O)C>[OH:4][C:5]1[CH:6]=[CH:7][C:8]2[O:13][CH:12]=[C:11]([CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[O:10][C:9]=2[CH:20]=1

Participants

4

Reactant 2

HCID 2723922Sodium ethoxideHCID 18177407HCID 18177407, compound

Product 1

HCID 18177401HCID 18177401, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.84 g (3.78 mmol) of the ester obtained in Step A is dissolved in 20 ml of anhydrous ethanol; the medium is then adjusted to a basic pH using a molar solution of sodium ethanolate (0.5 ml). After 18 hours of stirring under an inert atmosphere and at ambient temperature, the reaction mixture is neutralised with DOWEX X-8 resin (acid form). The solid is then filtered off; the filtrate is then concentrated in vacuo. The residue obtained is purified on a silica column (eluant: AcOEt/PE: 50150) to yield the title compound in the form of a white solid.

Workup

  1. filtrationThe solid is then filtered off
  2. concentrationthe filtrate is then concentrated in vacuo
  3. customThe residue obtained
  4. customis purified on a silica column (eluant: AcOEt/PE: 50150)

Sources & evidence

ORD record
ord-7b418faf7c604cea9019d12f9e08eeea
Source dataset
uspto-grants-2003_08
Patent number
US06602903B2

Reaction notes

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