Hydrochloric Acid → 4-Borono-3-methoxybenzoic acid

HRID 2243525Notes

Reaction equation

HRID 2243525 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. 2 mol/L hydrochloric acid (1.09 mL) was added to the reaction mixture, 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-085393d0541c43aba577f59adaa7ed9d
Source dataset
uspto-grants-2010_03
Patent number
US07674938B2

Reaction notes

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