Sodium Hydroxide → HCID 17908948, compound

HRID 2084554Notes

Reaction equation

HRID 2084554 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH:7]([C:11](=[CH2:17])[C:12]([O:14]CC)=[O:13])[CH2:6][CH2:5]2.[OH-].[Na+]>CC(C)=O>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH:7]([C:11](=[CH2:17])[C:12]([OH:14])=[O:13])[CH2:6][CH2:5]2

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22732567HCID 22732567, compound

Product 1

HCID 17908948HCID 17908948, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

The ester obtained in Step D (76.18 mmol) and 57.1 ml of 2N sodium hydroxide (114.27 mmol, 1.5 eq.) are stirred in 240 ml of acetone at room temperature for 24 hours. The solvents are removed by evaporation and the residue is taken up in water. The aqueous phase is extracted with ether and then rendered acidic with 3N HCl and finally extracted with ether. The organic phase is washed with water, with saturated NaCl, dried over Na2SO4 and then concentrated under reduced pressure to yield the title acid.

Workup

  1. customThe solvents are removed by evaporation
  2. extractionThe aqueous phase is extracted with ether
  3. extractionfinally extracted with ether
  4. washThe organic phase is washed with water, with saturated NaCl
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-cad1e2a14f4849e589e67e2b0a904c67
Source dataset
uspto-grants-2004_04
Patent number
US06716852B2

Reaction notes

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