Hydrochloric Acid → HCID 12529680, compound

HRID 863513Notes

Reaction equation

HRID 863513 reaction equation
[C:1]1(=[O:10])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.C(=O)(OCC)[O:12]CC.[H-].[Na+].Cl.[CH2:22]1[CH2:26][O:25]C[CH2:23]1>>[C:26]([CH2:22][CH2:23][CH:2]1[CH2:3][C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[C:1]1=[O:10])([OH:25])=[O:12]

Participants

6

Reactant 5

HCID 313Hydrochloric AcidHCID 67351-IndanoneHCID 7766Diethyl CarbonateHCID 8028TetrahydrofuranHCID 24758Sodium hydride

Product 1

HCID 12529680HCID 12529680, compound

Conditions

Temperature
40 °C

Procedure

A mixture of 1-indanone (26.4 g, 0.2 mol), diethyl carbonate (35.4 g, 0.3 mol) and sodium hydride (16 g, 0.4 mol, 60% in oil) in THF (600 mL) was stirred at 40° C. for 2 h. The mixture was then poured onto 500 mL of 2N HCl and ice. The organic phase was separated, and the aqueous phase extracted with ether. The combined organic layers were washed with saturated NaCl, dried over Magnesium sulfate, filtered and evaporated to give the product as a syrup (38.3 gm).

Workup

  1. customThe organic phase was separated
  2. extractionthe aqueous phase extracted with ether
  3. washThe combined organic layers were washed with saturated NaCl
  4. dry with materialdried over Magnesium sulfate
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-e74ed74fe0af4e5aa696c80cde4e01d3
Source dataset
uspto-grants-1998_02
Patent number
US05721234

Reaction notes

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