Sodium Hydroxide → HCID 11732251, compound

HRID 1635087Notes

Reaction equation

HRID 1635087 reaction equation
[C:1]1([C:7]2([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[C@@H:12]([C:13]([O:15][CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[O:14])[O:11][C:10](=[O:23])[CH2:9][O:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-:30].[Na+]>CN(C=O)C.O.Cl>[C:24]1([C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)([O:8][CH2:9][C:10]([OH:23])=[O:30])[C@H:12]([OH:11])[C:13]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[O:14])[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

6

Reactant 2

HCID 14798Sodium HydroxideHCID 86758807HCID 86758807, compound

Product 1

HCID 11732251HCID 11732251, compound

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

14 g (36 mmol) of benzyl (S)-5,5-diphenyl-2-oxo-1,4-dioxane-6-carboxylate were dissolved in 50 ml of DMF and, with ice-cooling, 43 ml of 1 N NaOH solution were added. After ten minutes, the mixture was diluted with 300 ml of water and neutralized with 43 ml of 1 N hydrochloric acid and the aqueous phase was extracted with ether. The ether phase was dried, the solvent was distilled off and the residue (8.8 g, 21 mmol of an oil) was directly reacted further.

Workup

  1. temperaturecooling
  2. waitAfter ten minutes
  3. extractionthe aqueous phase was extracted with ether
  4. dry with materialThe ether phase was dried
  5. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-7a00eae4204a439c978e4099870f8713
Source dataset
uspto-grants-2003_01
Patent number
US06509341B1

Reaction notes

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