Hydrochloric Acid → HCID 67107404, compound

HRID 1623679Notes

Reaction equation

HRID 1623679 reaction equation
[Li+].[OH-].[N:3]1([C:9]([C:11]2[CH:12]=[CH:13][C:14]([O:21][CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[C:15]([CH:20]=2)[C:16]([O:18]C)=[O:17])=[O:10])[CH2:8][CH2:7][O:6][CH2:5][CH2:4]1.Cl>O.O1CCCC1>[N:3]1([C:9]([C:11]2[CH:12]=[CH:13][C:14]([O:21][CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[C:15]([CH:20]=2)[C:16]([OH:18])=[O:17])=[O:10])[CH2:4][CH2:5][O:6][CH2:7][CH2:8]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 67107198HCID 67107198, compound

Product 1

HCID 67107404HCID 67107404, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of LiOH (420 mg, 10 mmol) in water (8 ml) was added to a stirred solution of methyl 5-(4-morpholinylcarbonyl)-2-[(phenylmethyl)oxy]benzoate (may be prepared as described in Description 56; 450 mg, 1.27 mmol) in tetrahydrofuran (2 ml) at room temperature. The mixture was stirred at room temperature for 3 h. The mixture was acidified with HCl (6 mol/l), extracted with ethyl acetate (3×40 ml). The organic phase was washed with saturated brine (25 ml), dried over sodium sulfate, and evaporated in vacuo to give crude title compound as a white solid. 400 mg.

Workup

  1. extractionextracted with ethyl acetate (3×40 ml)
  2. washThe organic phase was washed with saturated brine (25 ml)
  3. dry with materialdried over sodium sulfate
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-c38139c10bc44f37a44e5cd11cc349f3
Source dataset
uspto-grants-2014_07
Patent number
US08778939B2

Reaction notes

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