Water → HCID 18757590, compound

HRID 1020923Notes

Reaction equation

HRID 1020923 reaction equation
[F:1][C:2]1[C:8]([OH:9])=[C:7]([F:10])[CH:6]=[CH:5][C:3]=1[OH:4].[Cl:11][CH2:12][C:13](=O)[CH2:14][C:15](OCC)=[O:16].O>CS(O)(=O)=O>[Cl:11][CH2:12][C:13]1[C:5]2[C:3](=[C:2]([F:1])[C:8]([OH:9])=[C:7]([F:10])[CH:6]=2)[O:4][C:15](=[O:16])[CH:14]=1

Participants

5

Reactant 3

HCID 962WaterHCID 69484Ethyl 4-chloroacetoacetateHCID 108445152,4-Difluororesorcinol

Product 1

HCID 18757590HCID 18757590, compoundYield 25%

Reagents, catalysts & solvents 1

HCID 6395Methanesulfonic AcidSolvent

Procedure

A solution of 2,4-difluororesorcinol (0.8 g) in 8 mL of methyl sulfonic acid is introduced into a flask and then 1.3 equivalents (963 μL) of ethyl 4-chloroacetoacetate are added dropwise. After 3 hours of stirring at room temperature, the mixture is cooled to 0° C. and then 100 mL of water are added. The residue is then filtered, dried and washed with diethyl ether in order to obtain 0.34 g (25%) of the compound 1.

Workup

  1. temperaturethe mixture is cooled to 0° C.
  2. filtrationThe residue is then filtered
  3. customdried
  4. washwashed with diethyl ether in order

Sources & evidence

ORD record
ord-70ee8aa1047148cf8520ea0b6eb372a0
Source dataset
uspto-grants-2014_05
Patent number
US08716496B2

Reaction notes

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