Carbon Dioxide → HCID 20345898, compound

HRID 1448772Notes

Reaction equation

HRID 1448772 reaction equation
[C:1]([C:5]1[CH:18]=[C:17]([CH3:19])[C:8]([CH2:9][CH:10](C(O)=O)[C:11]([OH:13])=[O:12])=[C:7]([CH3:20])[C:6]=1[OH:21])([CH3:4])([CH3:3])[CH3:2].C(=O)=O.C(=O)(O)[O-].[Na+]>O.CCCCCC>[C:1]([C:5]1[CH:18]=[C:17]([CH3:19])[C:8]([CH2:9][CH2:10][C:11]([OH:13])=[O:12])=[C:7]([CH3:20])[C:6]=1[OH:21])([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 3

HCID 280Carbon DioxideHCID 516892Sodium BicarbonateHCID 20345938HCID 20345938, compound

Product 1

HCID 20345898HCID 20345898, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8058HexaneSolvent

Procedure

17.9 grams of the compound of Example 16 was stirred together with white oil at 165° to 180° for two hours until little CO2 evolution could be detected. The reaction mixture was cooled to 50° and stirred thoroughly together with 5.2 grams of sodium bicarbonate dissolved in 100 ml of water until no foaming took place and all solids had dissolved. The reaction mixture was diluted with 50 ml of n-hexane and the upper organic phase separated from the lower aqueous phase. The organic phase was washed with water, the wash water being combined with the aqueous phase. The combined aqueous phase was then washed with n-hexane, clarified by filtration through filtercel, and added dropwise to about 150 ml of cold 6 N aqueous hydrochloric acid so that a granular off-white precipitate was obtained. The product was used as such after drying in the vacuum oven at 60° and 3 mm Hg. overnight.

Workup

  1. temperatureThe reaction mixture was cooled to 50°
  2. dissolutionall solids had dissolved
  3. customthe upper organic phase separated from the lower aqueous phase
  4. washThe organic phase was washed with water
  5. washThe combined aqueous phase was then washed with n-hexane
  6. filtrationclarified by filtration through filtercel
  7. additionadded dropwise to about 150 ml of cold 6 N aqueous hydrochloric acid so that a granular off-white precipitate
  8. customwas obtained
  9. customafter drying in the vacuum oven at 60°
  10. customovernight

Sources & evidence

ORD record
ord-7c3d5a6da2694ca599f433adcf2bb8a0
Source dataset
uspto-grants-1980_02
Patent number
US04187246

Reaction notes

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