Sodium Bicarbonate → HCID 20520801, compound

HRID 223800Notes

Reaction equation

HRID 223800 reaction equation
[F:1][CH:2]([O:8][C:9]1[CH:21]=[C:20]2[C:12]([C:13]3[C:18]([CH2:22][CH3:23])([CH2:19]2)[CH2:17][CH2:16][C:15](=[O:24])[CH:14]=3)=[C:11]([Cl:25])[C:10]=1[Cl:26])[C:3]([O:5]CC)=[O:4].C(=O)(O)[O-].[Na+]>C(O)C.O>[F:1][CH:2]([O:8][C:9]1[CH:21]=[C:20]2[C:12]([C:13]3[C:18]([CH2:22][CH3:23])([CH2:19]2)[CH2:17][CH2:16][C:15](=[O:24])[CH:14]=3)=[C:11]([Cl:25])[C:10]=1[Cl:26])[C:3]([OH:5])=[O:4]

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 86738279HCID 86738279, compound

Product 1

HCID 20520801HCID 20520801, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

Ethyl fluoro[(5,6-dichloro-9a-ethyl-3-oxo-1,2,9,9a-tetrahydro-3H-fluoren-7-yl)oxy]acetate (4.01 gm., 0.02 mole) is dissolved in ethanol (75 ml.) and treated with a solution of sodium bicarbonate (3.36 gm., 0.04 mole) in water (150 ml.). The mixture is heated and stirred on a steam bath for 15 minutes and then concentrated in vacuo to a volume of 50 ml. The residual solution is diluted with water (50 ml.) and acidified to Congo red test paper with 6 normal hydrochloric acid. The precipitate that forms is removed by filtration, washed with water and dried. The product is sufficiently pure for use but it may be further purified by recrystallization from a mixture of acetic acid and water to produce pure fluoro[(5,6-dichloro-9a-ethyl-3-oxo-1,2,9,9a-tetrahydro-3H-fluoren-7-yl)oxy]acetic acid.

Workup

  1. temperatureThe mixture is heated
  2. concentrationconcentrated in vacuo to a volume of 50 ml
  3. additionThe residual solution is diluted with water (50 ml.)
  4. customThe precipitate that forms is removed by filtration
  5. washwashed with water
  6. customdried
  7. custommay be further purified by recrystallization from a mixture of acetic acid and water

Sources & evidence

ORD record
ord-9c5388390ee549ecbc5eb77c588bbf0f
Source dataset
uspto-grants-1982_10
Patent number
US04356313

Reaction notes

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