Hydrochloric Acid → HCID 22106926, compound

HRID 1456594Notes

Reaction equation

HRID 1456594 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8]COC)=[C:4]([CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([F:20])=[C:16]([O:21][CH3:22])[CH:15]=2)[CH:3]=1.Cl>C(OCC)(=O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([F:20])=[C:16]([O:21][CH3:22])[CH:15]=2)[CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86753396HCID 86753396, compound

Product 1

HCID 22106926HCID 22106926, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

770 mg of methoxymethyl {4-fluoro-2-[2-(4-fluoro-3-methoxyphenyl)ethyl]phenyl} ether [prepared as described in step (a) above] were dissolved in 4 ml of ethyl acetate, and then 4 ml of a 4N solution of hydrogen chloride in ethyl acetate were added to the resulting solution, whilst ice-cooling. The resulting mixture was then allowed to stand at room temperature for 2 hours. At the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure, and purified by silica gel column chromatography, using a 3:2 by volume mixture of hexane and ethyl acetate as the eluent, to give 631 mg (yield 96%) of the title compound as an oily substance.

Workup

  1. temperaturecooling
  2. concentrationAt the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure
  3. custompurified by silica gel column chromatography
  4. additionby volume mixture of hexane and ethyl acetate as the eluent

Sources & evidence

ORD record
ord-32e98fd1d66b4a09b87dacdc45e2b5ba
Source dataset
uspto-grants-1998_12
Patent number
US05843983

Reaction notes

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