Hydrochloric Acid → HCID 68289360, compound

HRID 1618903Notes

Reaction equation

HRID 1618903 reaction equation
[F:1][C:2]1[C:11]([F:12])=[C:10]2[C:5]([CH:6]=[C:7]([O:13][C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[C:15]=3[C:21](=[O:23])[CH3:22])[CH:8]=[N:9]2)=[CH:4][CH:3]=1.[CH3:24][Mg]Cl.Cl>O1CCCC1>[F:1][C:2]1[C:11]([F:12])=[C:10]2[C:5]([CH:6]=[C:7]([O:13][C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[C:15]=3[C:21]([OH:23])([CH3:24])[CH3:22])[CH:8]=[N:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 68288281HCID 68288281, compoundHCID 178418332HCID 178418332, compound

Product 1

HCID 68289360HCID 68289360, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

After 0.64 g of 1-[2-(7,8-difluoroquinolin-3-yloxy)-6-fluoro-phenyl]-ethanone was dissolved in 10 ml of tetrahydrofuran, the resultant was cooled to 0° C. and 1.5 ml of methylmagnesium chloride (3.0 M tetrahydrofuran solution) was added dropwise. Dilute hydrochloric acid was added to the reaction solution, and the liquid was separated with ethyl acetate. The organic layer was concentrated and purified by silica gel column chromatography to obtain 0.49 g of 2-[2-(7,8-difluoroquinolin-3-yloxy)-6-fluoro-phenyl]-propan-2-ol (Compound Number 124).

Workup

  1. customthe liquid was separated with ethyl acetate
  2. concentrationThe organic layer was concentrated
  3. custompurified by silica gel column chromatography

Sources & evidence

ORD record
ord-687935198750430182752a4e90705a5e
Source dataset
uspto-grants-2014_07
Patent number
US08772200B2

Reaction notes

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