Sodium Carbonate → HCID 59178220, compound

HRID 546443Notes

Reaction equation

HRID 546443 reaction equation
[O:1]1[CH:3]2[CH2:4][CH:5]([C:7]([O:9][CH3:10])=[O:8])[CH2:6][CH:2]12.C(=O)([O-])[O-:12].[Na+].[Na+].C(=O)([O-])O.[Na+]>O1CCCC1.O.S(=O)(=O)(O)O>[OH:1][C@@H:3]1[CH2:4][CH:5]([C:7]([O:9][CH3:10])=[O:8])[CH2:6][C@H:2]1[OH:12]

Participants

7

Reactant 3

HCID 10340Sodium CarbonateHCID 516892Sodium BicarbonateHCID 13173315Methyl 6-oxabicyclo[3.1.0]hexane-3-carboxylate

Product 1

HCID 59178220HCID 59178220, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 1118Sulfuric AcidSolventHCID 8028TetrahydrofuranSolvent

Procedure

1,2-Epoxy-4-methoxycarbonylcyclopentane (37.7 g) was dissolved in a mixed solvent of tetrahydrofuran (500 ml) and water (500 ml), and sulfuric acid (13.3 ml) was added dropwise under ice cooling to stir the mixture at room temperature for 4 hours. Sodium carbonate and sodium hydrogencarbonate were added to the reaction mixture to make the mixture neutral or weakly alkaline, and the solvent was distilled off under reduced pressure. The residue was extracted with dichloromethane and ethyl acetate, insoluble matter was removed by filtration, and the filtrate was concentrated under reduced pressure to obtain the title compound (35.5 g) as a pale yellow oil.

Workup

  1. additionwas added dropwise under ice cooling
  2. distillationweakly alkaline, and the solvent was distilled off under reduced pressure
  3. extractionThe residue was extracted with dichloromethane and ethyl acetate, insoluble matter
  4. customwas removed by filtration
  5. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-dbaeea5ddd644822af15cf9081d703a2
Source dataset
uspto-grants-2011_05
Patent number
US07935824B2

Reaction notes

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