Potassium Carbonate → HCID 54500913, compound

HRID 1763074Notes

Reaction equation

HRID 1763074 reaction equation
[Cl:1][C:2]1[C:10]([Cl:11])=[C:9]2[C:5]([CH2:6][C:7]([CH2:16][CH:17]=[C:18]([Cl:20])[CH3:19])([CH2:13][CH2:14][CH3:15])[C:8]2=[O:12])=[CH:4][C:3]=1[OH:21].C(=O)([O-])[O-].[K+].[K+].[F:28][C:29]([F:35])([F:34])[S:30](Cl)(=[O:32])=[O:31]>CN(C)C=O>[Cl:1][C:2]1[C:10]([Cl:11])=[C:9]2[C:5]([CH2:6][C:7]([CH2:16][CH:17]=[C:18]([Cl:20])[CH3:19])([CH2:13][CH2:14][CH3:15])[C:8]2=[O:12])=[CH:4][C:3]=1[O:21][S:30]([C:29]([F:35])([F:34])[F:28])(=[O:32])=[O:31]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 79000Trifluoromethanesulfonyl chlorideHCID 54288319HCID 54288319, compound

Product 1

HCID 54500913HCID 54500913, compoundYield 98.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
10 °C

Procedure

6,7-Dichloro-2-(3-chloro-2-butenyl)-2,3-dihydro-5-hydroxy-2-propyl-1H-inden-1-one (24.5 g, 0.0716 mole) was stirred for 11/4 hours at 25° C. in a mixture of potassium carbonate (29.7 g, 0.215 mole) in dimethylformamide (85 ml). The suspension was cooled to 10° C. and trifluoromethanesulfonyl chloride (14.6 g, 0.087 mole) was added. The mixture was stirred 1/3 hour at 10° C., 11/2 hours at 25° C. and then poured over ice and extracted with diethyl ether. The organic extracts were washed with water, dried over MgSO4 and concentrated under vacuum to obtain 33.7 g of the product as an oil.

Workup

  1. addition11/2 hours at 25° C. and then poured over ice
  2. extractionextracted with diethyl ether
  3. washThe organic extracts were washed with water
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-a556d9b5355c421da649c48209110865
Source dataset
uspto-grants-1989_05
Patent number
US04835313

Reaction notes

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