Hydrochloric Acid → HCID 28831601, compound

HRID 1665248Notes

Reaction equation

HRID 1665248 reaction equation
C[O:2][C:3](=[O:20])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10][O:11][C:12]2[CH:17]=[CH:16][C:15]([Br:18])=[CH:14][C:13]=2[F:19])[CH:5]=1.[OH-].[Li+].Cl>O1CCOCC1.O>[Br:18][C:15]1[CH:16]=[CH:17][C:12]([O:11][CH2:10][C:6]2[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=2)[C:3]([OH:20])=[O:2])=[C:13]([F:19])[CH:14]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 58271198HCID 58271198, compound

Product 1

HCID 28831601HCID 28831601, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 312751,4-DioxaneSolvent

Procedure

A solution of 3-(4-bromo-2-fluoro-phenoxymethyl)-benzoic acid methyl ester (5.5 g, 16.22 mmol) in dioxane was treated with a solution of lithium hydroxide (1.86 g, 81.1 mmol) in water at room temperature overnight, followed by acidification with concentrated HCl and diluted with water. The precipitate was collected by filtration, washed with water, and dried to give 3-(4-bromo-2-fluoro-phenoxymethyl)-benzoic acid, 5.2 g (99%). LC-MS (ES) calculated for C14H10BrFO3, 323; found m/z 324 [M+H]+.

Workup

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-4957a1e82eff4814ba39603d4dbb8107
Source dataset
uspto-grants-2011_10
Patent number
US08039495B2

Reaction notes

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