ChemicalBook CAS DataBase List 3,4-(METHYLENEDIOXY)PHENYLACETIC ACID

3,4-(METHYLENEDIOXY)PHENYLACETIC ACID synthesis

10synthesis methods

Product Name:3,4-(METHYLENEDIOXY)PHENYLACETIC ACID
CAS Number:2861-28-1
Molecular formula:C9H8O4
Molecular Weight:180.16

1,3-Benzodioxole-5-acetic acid methyl ester

326-59-0
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$75.00/250 mg

2861-28-1
215 suppliers
$14.00/1g

Yield:2861-28-1 99%

Reaction Conditions:

Stage #1:benzo[1,3]dioxol-5-yl-acetic acid methyl ester with potassium hydroxide;water in methanol for 3 h;Heating / reflux;
Stage #2: with hydrogenchloride in water; pH=1

Steps:

1.2; 2.2
A mixture of benzo[ 1,3] dioxol-5-yl-acetic acid methyl ester (1 g, 5.15 mmol) in methanol (2 mL) and 20% aqueous potassium hydroxide (10 mL) were heated at reflux for about 3 hours. Methanol was removed by evaporation, and the aqueous solution was acidified to pH=l with 5% aqueous hydrochloric acid. Standard extractive workup was performed to yield the title product. (910 mg, 99%). ¹H NMR (300 MHz, CDCl₃) δ 6.78-6.70 (m, 3H), 5.94 (s, 2H), 3.57 (s, 2H); LC-MS: m/z=l 79(M-I)^".

References:

AUSPEX PHARMACEUTICALS, INC. WO2008/144602, 2008, A1 Location in patent:Page/Page column 64; 66

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62396-98-9 Synthesis