Water → HCID 18626573, compound

HRID 1859760Notes

Reaction equation

HRID 1859760 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:28]([O:30]CC)=[O:29])[O:13][CH2:12][C:11]([C:21]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=3)([C:14]3[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=3)[CH2:10][O:9]2)=[CH:4][CH:3]=1.O.[OH-].[Na+]>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([C:28]([OH:30])=[O:29])[O:9][CH2:10][C:11]([C:21]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=3)([C:14]3[CH:15]=[CH:16][C:17]([F:20])=[CH:18][CH:19]=3)[CH2:12][O:13]2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 18626551HCID 18626551, compound

Product 1

HCID 18626573HCID 18626573, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2.8 g of ethyl 2-(4-chlorophenyl)-5,5-bis(4-fluorophenyl)-[1,3]dioxane-2-carboxylate are refluxed for 7 hours in 60 ml of methanol and 15 ml of water containing 0.7 g of NaOH. After concentrating, the residue is diluted with water and stirred until a solution is obtained. This solution is washed with ether and the aqueous phase is acidified with HCl. The solid formed is filtered off and washed with water and pentane. The product is recrystallized from 100 ml of toluene. (m.p.=228-30° C.; weight obtained 1.9 g).

Workup

  1. concentrationAfter concentrating
  2. additionthe residue is diluted with water
  3. customis obtained
  4. washThis solution is washed with ether
  5. customThe solid formed
  6. filtrationis filtered off
  7. washwashed with water and pentane
  8. customThe product is recrystallized from 100 ml of toluene
  9. custom(m.p.=228-30° C.; weight obtained 1.9 g)

Sources & evidence

ORD record
ord-31acb03cfd814348bedfdd02d64d7b5f
Source dataset
uspto-grants-2003_03
Patent number
US06528538B1

Reaction notes

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