Hydrochloric Acid → 4-Borono-3-methoxybenzoic acid

HRID 2220620Notes

Reaction equation

HRID 2220620 reaction equation
O.[OH-].[Li+].C([O:6][C:7]([C:9]1[CH:14]=[CH:13][C:12]([B:15]([OH:17])[OH:16])=[C:11]([O:18][CH3:19])[CH:10]=1)=[O:8])C.O.Cl>O1CCOCC1>[C:7]([C:9]1[CH:14]=[CH:13][C:12]([B:15]([OH:17])[OH:16])=[C:11]([O:18][CH3:19])[CH:10]=1)([OH:8])=[O:6]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 22171331HCID 22171331, compound

Product 1

HCID 231342764-Borono-3-methoxybenzoic acidYield 81.7%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Lithium hydroxide monohydrate (0.092 g) was added to a mixture of 4-ethoxycarbonyl-2-methoxyphenylboronic acid (0.049 g), water (1 mL) and 1,4-dioxane (1 mL), and the mixture was stirred at room temperature overnight. To the reaction mixture was added 2 mol/L hydrochloric acid (1.09 mL), and the solvent was evaporated under reduced pressure. The residue was washed with water to afford the title compound (0.035 g).

Workup

  1. customthe solvent was evaporated under reduced pressure
  2. washThe residue was washed with water

Sources & evidence

ORD record
ord-5a759d5590874acf97a92b8cd3fdb191
Source dataset
uspto-grants-2008_08
Patent number
US07417169B2

Reaction notes

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