Methanol → Methyl 2-(4-Bromophenoxymethyl)benzoic Acid

反応式

[OH-].[Na+].[Br:3][C:4]1[CH:21]=[CH:20][C:7]([O:8][CH2:9][C:10]2[CH:19]=[CH:18][CH:17]=[CH:16][C:11]=2[C:12]([O:14]C)=[O:13])=[CH:6][CH:5]=1.[CH3:22]O>>[CH3:22][C:19]1[C:10]([CH2:9][O:8][C:7]2[CH:20]=[CH:21][C:4]([Br:3])=[CH:5][CH:6]=2)=[C:11]([CH:16]=[CH:17][CH:18]=1)[C:12]([OH:14])=[O:13]

参加物

反応物 3

HCID 887Methanol

HCID 14798Sodium Hydroxide

HCID 53995976Methyl 2-((4-bromophenoxy)methyl)benzoate

生成物 1

HCID 68526746Methyl 2-(4-Bromophenoxymethyl)benzoic Acid収率 84%

実験手順

A 2 mol/L aqueous sodium hydroxide solution (250 mL) was added to a methanol (1 L) solution of methyl 2-(4-bromophenoxymethyl)-benzoate (139 g, 432 mmol), and the mixture was stirred overnight while heating under reflux. Methanol was distilled off under a reduced pressure, and a 6 mol/L hydrochloric acid was added to the residue obtained to precipitate the crystals, and the precipitated crystals were collected by filtration, and sufficiently washed with water. The crystals were dried over phosphorus pentoxide at 50° C., to give 112 g (84%) of the captioned compound.