Hydrochloric Acid → HCID 67106993, compound

HRID 1623681Notes

Reaction equation

HRID 1623681 reaction equation
[Li+].[OH-].[CH3:3][N:4]([CH3:25])[C:5]([C:7]1[CH:8]=[CH:9][C:10]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[C:11]([CH:16]=1)[C:12]([O:14]C)=[O:13])=[O:6].Cl>O.O1CCCC1>[CH3:3][N:4]([CH3:25])[C:5]([C:7]1[CH:8]=[CH:9][C:10]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[C:11]([CH:16]=1)[C:12]([OH:14])=[O:13])=[O:6]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 67107649HCID 67107649, compound

Product 1

HCID 67106993HCID 67106993, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of LiOH (585 mg, 13.95 mmol) in water (8 ml) was added to a stirred solution of methyl 5-[(dimethylamino)carbonyl]-2-[(phenylmethyl)oxy]benzoate (may be prepared as described in Description 58; 437 mg, 1.40 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) and 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 the crude product as a white solid. 350 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-3efb5605680043429198ca94eec191e7
Source dataset
uspto-grants-2014_07
Patent number
US08778939B2

Reaction notes

Loading…