21144-17-2

Basic information

• Product Name: 2-hydroxy-4-methoxybenzenepropanoic acid
• Synonyms: 2-hydroxy-4-methoxybenzenepropanoic acid
• CAS NO: 21144-17-2
• Molecular Weight: 0
• Mol File: 21144-17-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-hydroxy-4-methoxybenzenepropanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-hydroxy-4-methoxybenzenepropanoic acid(21144-17-2)
• EPA Substance Registry System: 2-hydroxy-4-methoxybenzenepropanoic acid(21144-17-2)

Safety Data

• Hazardous Substances Data: 21144-17-2(Hazardous Substances Data)

Upstream product

• 7647-01-0 hydrogenchloride 
• 542-76-7 3-Chloropropionitrile 
• 150-19-6 O-methylresorcine 
• 60-29-7 diethyl ether 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 
• 673-22-3 2-Hydroxy-4-methoxybenzaldehyde 
• 240113-82-0 C₁₂H₁₄O₄ 
• 20921-14-6 ethyl 3-(2'-hydroxy-4'-methoxyphenyl)propanoate 
• 20921-02-2 7-methoxy-3,4-dihydro-2H-1-benzopyran-2-one 
• 5000-15-7 sodium N-methylanilide 
• 100-61-8 N-methylaniline 
• 959334-53-3 3-(2-hydroxy-4-methoxy-phenyl)-propionitrile 

Downstream Products

• 188782-89-0 t-butyldimethylsilyl 3-(2'-t-butyldimethylsilyloxy-4'-methoxyphenyl)propanoate 
• 188782-85-6 3-(2'-benzyloxy-4'-methoxyphenyl)-N-methyl-N-phenylpropanamide 
• 188782-91-4 3-[2-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-N-methyl-N-phenyl-propionamide 
• 188782-82-3 3-(2-Benzyloxy-4-methoxy-phenyl)-propionic acid 
• 188782-90-3 3-[2-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-propionyl chloride 
• 69471-28-9 methyl 3-(2'-hydroxy-4'-methoxyphenyl)propanoate 
• 188782-84-5 3-(2-Benzyloxy-4-methoxy-phenyl)-propionic acid benzyl ester 
• 22174-28-3 methyl-3-(2,4-dimethoxyphenyl)propanoate 

Relevant articles and documents

Ruthenium-catalyzed intramolecular arene C(sp2)-H amidation for synthesis of 3,4-dihydroquinolin-2(1 H)-ones

We report the [Ru(p-cymene)(l-proline)Cl] ([Ru1])-catalyzed cyclization of 1,4,2-dioxazol-5-ones to form dihydroquinoline-2-ones in excellent yields with excellent regioselectivity via a formal intramolecular arene C(sp2)-H amidation. The reactions of the 2- and 4-substituted aryl dioxazolones proceeds initially through spirolactamization via electrophilic amidation at the arene site, which is para or ortho to the substituent. A Hammett correlation study showed that the spirolactamization is likely to occur by electrophilic nitrenoid attack at the arene, which is characterized by a negative ρ value of -0.73.

Conversion of 7-Methoxy-3,4-dihydro-2H-1-benzopyran-2-one into the corresponding dimethyl ortho ester

7-Methoxy-3,4-dihydro-2H-1-benzopyran-2-one 2 was converted into 3-(2'-tert-butyldimethylsilyloxy-4'-methoxyphenyl)-N-methyl-N-phenylpropanamide 25 and reaction of this with methyl trifluoromethanesulfonate, followed by reaction with sodium methoxide, gave 2,2,7-trimethoxy-2H- 1-benzopyran 1a in 55% overall yield from 25. A similar methylation/methoxide sequence using 3-(2'-benzyloxy-4-methoxyphenyl)-N-methyl-N-phenylpropanamide 18 gave a mixture which contained trimethyl 3-(2'-benzyloxy-4'-methoxyphenyl)orthopropanoate 20a and reaction of this mixture with a solution of sodium in tert-butanol gave a product in which 2,2,7-trimethoxy-2H-1-benzopyran 1a was detected, but not isolable.