Formamide → p-Methoxyphenylpropionic acid

HRID 2290947Notes

Reaction equation

HRID 2290947 reaction equation
BrC[CH2:3][C:4]1([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)OCCO1.[C:17](=O)([O-:19])[O-:18].[Ca+2].C(N)=O>O>[CH3:16][O:15][C:12]1[CH:11]=[CH:10][C:9]([CH:4]([CH3:3])[C:17]([OH:19])=[O:18])=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 713FormamideHCID 10112Calcium CarbonateHCID 53944700HCID 53944700, compound

Product 1

HCID 257576p-Methoxyphenylpropionic acidYield 83%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 2-(bromoethyl)-2-(4-methoxyphenyl)-1,3-dioxolane (2.87 g; 10 mmol), calcium carbonate (1.2 g; 12 mmol), formamide (44 ml) and water (4 ml) is heated at 120° C., under stirring, for 6 h. The reaction mixture is worked up as described in example 1a to give 2-(4-methoxyphenyl)-propionic acid (1.67 g; 8.3 mmol; yield 83%), m.p. 55°-57° C.

Sources & evidence

ORD record
ord-11beec1ac3f049c68146a7a86b7930a5
Source dataset
uspto-grants-1986_10
Patent number
US04618697

Reaction notes

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