Dimethylformamide → 2-(6-Methoxy-2-naphthyl)propionic acid

HRID 2290942Notes

Reaction equation

HRID 2290942 reaction equation
Br[CH:2](C)[C:3](OC)(OC)[C:4]1[CH:13]=[CH:12][C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:14][CH3:15])[CH:10]=2)[CH:5]=1.[C:21]([O-:24])(=[O:23])C.[K+].CN(C)C=O>O>[CH3:15][O:14][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][CH:8]=1)[CH:5]=[C:4]([CH:3]([CH3:2])[C:21]([OH:24])=[O:23])[CH:13]=[CH:12]2

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 517044Potassium AcetateHCID 15579879HCID 15579879, compound

Product 1

HCID 13022-(6-Methoxy-2-naphthyl)propionic acidYield 97%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2-bromo-1,1-dimethoxy-1-(6-methoxy-2-naphthyl)-propane (3.39 g; 10 mmol), potassium acetate (1.2 g; 12 mmol), N,N-dimethylformamide (14 ml) and of water (8 ml) is heated at 100° C. under stirring for 48 h. The reaction mixture is worked up as described in example 1a to provide 2-(6-methoxy-2-naphthyl)-propionic acid (2.23 g; 9.7 mmol; yield 97%), m.p. 155°-157° C.

Sources & evidence

ORD record
ord-53b47d8595e44ce4b63a0f3e3b5083e3
Source dataset
uspto-grants-1986_10
Patent number
US04618697

Reaction notes

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