Carbon Dioxide → HCID 13983542, compound

HRID 1084939Notes

Reaction equation

HRID 1084939 reaction equation
S([O-])([O-])=O.[Na+].[Na+].C(=O)(O)[O-].[Na+].Cl[S:13]([C:16]1[CH:17]=[C:18]([C:28]([OH:30])=[O:29])[C:19]2[O:23][CH:22]([CH3:24])[CH2:21][C:20]=2[C:25]=1[O:26][CH3:27])(=[O:15])=[O:14].C(=O)=O.[OH-].[Na+].[CH2:36](I)[CH3:37]>C(O)C.O>[CH2:36]([S:13]([C:16]1[CH:17]=[C:18]([C:28]([OH:30])=[O:29])[C:19]2[O:23][CH:22]([CH3:24])[CH2:21][C:20]=2[C:25]=1[O:26][CH3:27])(=[O:15])=[O:14])[CH3:37]

Participants

9

Reactant 6

HCID 280Carbon DioxideHCID 6340Iodoethane2×HCID 14798Sodium Hydroxide2×HCID 24437Sodium SulfiteHCID 516892Sodium BicarbonateHCID 20062884HCID 20062884, compound

Product 1

HCID 13983542HCID 13983542, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

220 ml of water, 47 g of sodium sulphite and 62.5 g of sodium bicarbonate were introduced into a 2-liter round-bottomed flask and the contents were then heated to 70° C. 76 g of 5-chlorosulphonyl-4-methoxy-2-methyl-2,3-dihydrobenzofuran-7-carboxylic acid were then added in small amounts. Heating was maintained at 70°-80° C. for 1 hour 30 minutes, until the evolution of carbon dioxide was complete. The contents were then cooled to 20° C. and 256 ml of ethanol, 49.5 ml of 30% sodium hydroxide and 116 g of ethyl iodide were then added. The contents were heated under reflux for 30 hours, the losses of ethyl iodide being replenished and the pH being readjusted by adding sodium hydroxide as soon as the medium was no longer alkaline.

Workup

  1. temperatureHeating
  2. temperatureThe contents were then cooled to 20° C.
  3. temperatureThe contents were heated
  4. temperatureunder reflux for 30 hours

Sources & evidence

ORD record
ord-6e4f1ccb30214aa49b41a8012d7c8ac3
Source dataset
uspto-grants-1991_04
Patent number
US05006570

Reaction notes

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