Hydrochloric Acid → HCID 58237633, compound

HRID 885364Notes

Reaction equation

HRID 885364 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[CH:4][C:3]=1[O:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][C:14]=1[CH2:23][N:24]1[C@H:28]([CH3:29])[C@H:27]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[O:26][C:25]1=[O:36].Cl.[CH3:38]O>>[CH3:38][O:10][C:9](=[O:11])[CH2:8][C:5]1[CH:6]=[CH:7][C:2]([OH:1])=[C:3]([O:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:20])([F:21])[F:22])=[CH:15][C:14]=2[CH2:23][N:24]2[C@H:28]([CH3:29])[C@H:27]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[O:26][C:25]2=[O:36])[CH:4]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 58237533HCID 58237533, compound

Product 1

HCID 58237633HCID 58237633, compound

Conditions

Temperature
80 °C

Procedure

To {4-hydroxy-3-[2-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-ylmethyl)-4-trifluoromethyl-phenoxy]-phenyl}-acetic acid (1.5 g, 3.74 mmol) in MeOH was added hydrochloric acid (4N in 1,4-dioxane), and the reaction was stirred at 80° C. for 2 hours. The mixture was concentrated to dryness, and the residue was worked-up with EtOAc and saturated aqueous NaHCO3 to give the title compound.

Workup

  1. concentrationThe mixture was concentrated to dryness

Sources & evidence

ORD record
ord-3587263b857b4d798ae5f7277cb71fab
Source dataset
uspto-grants-2012_08
Patent number
US08242145B2

Reaction notes

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