Diethyl Ether → HCID 10486868, compound

HRID 2210679Notes

Reaction equation

HRID 2210679 reaction equation
[C:1]([O-:4])([O-])=[O:2].[Ca+2].CC[O:8][CH2:9][CH3:10].[CH2:11]1[CH2:15]OC[CH2:12]1>O.O.O.O.Cl([O-])(=O)(=O)=O.[Hg+2].Cl([O-])(=O)(=O)=O.[Hg]>[C@H:11]12[O:4][C@H:1]([O:2][CH2:15]1)[CH2:10][C:9](=[O:8])[CH2:12]2

Participants

7

Reactant 3

HCID 3283Diethyl EtherHCID 8028TetrahydrofuranHCID 10112Calcium Carbonate

Product 1

HCID 10486868HCID 10486868, compound

Reagents, catalysts & solvents 3

HCID 23931MercuryCatalystHCID 53471339Mercury perchlorate--water (1/2/3)CatalystHCID 962WaterSolvent3×

Procedure

To a vigorously stirred mixture of the dithioketal from Step 6 (0.76 g) and CaCO3 (0.42 g) in THF (12 mL) and H2O (2.3 mL) was added in 10 min. a solution of mercury (II) perchlorate trihydrate (1.73 g; Aldrich) in H2O (1 mL). The mixture was stirred for 40 min. at r.t. before another portion of mercury salt solution (0.56 g in 0.2 mL of H2O) was slowly added. After 15 min., Et2O (50 mL) was added and the reaction mixture was filtered. The organic tiltrate was dried (MgSO4) and evaporated to afford the title ketone as an amber liquid.

Workup

  1. additionwas slowly added
  2. filtrationthe reaction mixture was filtered
  3. dry with materialThe organic tiltrate was dried (MgSO4)
  4. customevaporated

Sources & evidence

ORD record
ord-38d5193dcb254b22999226ba00c17334
Source dataset
uspto-grants-1995_10
Patent number
US05459271

Reaction notes

Loading…