Sodium Hydroxide → HCID 71737974, compound

HRID 237719Notes

Reaction equation

HRID 237719 reaction equation
[OH-].[Na+].[F:3][C:4]1[CH:5]=[CH:6][C:7]([C:28]2[C:33]([CH3:34])=[CH:32][C:31]([O:35][CH2:36][C:37]3([OH:45])[CH2:42][CH2:41][S:40](=[O:44])(=[O:43])[CH2:39][CH2:38]3)=[CH:30][C:29]=2[CH3:46])=[C:8]2[C:12]=1[C@H:11]([O:13][C:14]1[CH:27]=[CH:26][C:17]3[C@H:18]([CH2:21][C:22]([O:24]C)=[O:23])[CH2:19][O:20][C:16]=3[CH:15]=1)[CH2:10][CH2:9]2>O1CCCC1.C(OCC)(=O)C.Cl.[Na+].[Cl-]>[F:3][C:4]1[CH:5]=[CH:6][C:7]([C:28]2[C:33]([CH3:34])=[CH:32][C:31]([O:35][CH2:36][C:37]3([OH:45])[CH2:42][CH2:41][S:40](=[O:43])(=[O:44])[CH2:39][CH2:38]3)=[CH:30][C:29]=2[CH3:46])=[C:8]2[C:12]=1[C@H:11]([O:13][C:14]1[CH:27]=[CH:26][C:17]3[C@H:18]([CH2:21][C:22]([OH:24])=[O:23])[CH2:19][O:20][C:16]=3[CH:15]=1)[CH2:10][CH2:9]2

Participants

7

Reactant 2

HCID 14798Sodium HydroxideHCID 86697203HCID 86697203, compound

Product 1

HCID 71737974HCID 71737974, compound

Reagents, catalysts & solvents 4

HCID 313Hydrochloric AcidSolventHCID 5234Sodium ChlorideSolventHCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

1 M aqueous NaOH solution (250 μL) is added to a solution of methyl 2-((S)-6-((R)-7-fluoro-4-(4-((1,1-dioxo-4-hydroxytetrahydro-2H-thiopyran-4-yl)methoxy)-2,6-dimethylphenyl)-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetate (85 mg) in tetrahydrofurane (4 mL). The mixture is stirred at room temperature for 12 hours. Then the mixture is diluted with ethyl acetate and neutralized with 1 M aqueous HCl solution. The resulting mixture is diluted with saturated aqueous NaCl solution and the phases are separated. The organic phase is dried (MgSO4) and concentrated to give the title compound. Yield: 80 mg; LC (method 7): tR=1.04 min; Mass spectrum (ESI+): m/z=611 [M+H]+.

Workup

  1. customthe phases are separated
  2. dry with materialThe organic phase is dried (MgSO4)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-b73ced95645046e5ab292b24bbd74551
Source dataset
uspto-grants-2014_02
Patent number
US08642585B2

Reaction notes

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