Methanol → p-Methoxyphenylpropionic acid

HRID 485086Notes

Reaction equation

HRID 485086 reaction equation
Br[CH:2](C)[C:3](OC)(OC)[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][CH:5]=1.[C:17](=O)([O-:19])[O-:18].[Ca+2].CO>O>[CH3:11][O:10][C:7]1[CH:6]=[CH:5][C:4]([CH:3]([CH3:2])[C:17]([OH:19])=[O:18])=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 10112Calcium CarbonateHCID 155798821-(2-Bromo-1,1-dimethoxypropyl)-4-methoxybenzene

Product 1

HCID 257576p-Methoxyphenylpropionic acidYield 94%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of 2-bromo-1,1-dimethoxy-1-(4'-methoxyphenyl)-propane (2.89 g; 0.01 mol), calcium carbonate (1 g; 0.01 mol), methanol (7 ml) and water (3 ml) is refluxed for 35 hours. The reaction mixture is then cooled to 25° C. and worked up as described in Example 1a, there is so obtained the title product (1.69 g; 0.0094 mol). Yield, 94%; m.p. 55° C.

Workup

  1. temperatureis refluxed for 35 hours

Sources & evidence

ORD record
ord-0252d6e20bf9437dbd14421a5b1c3b10
Source dataset
uspto-grants-1985_08
Patent number
US04535166

Reaction notes

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