ChemicalBook CAS DataBase List (R)-2-(2,6,7,8-tetrahydro-1H-indeno[5,4-b]furan-8-yl)acetic acid

(R)-2-(2,6,7,8-tetrahydro-1H-indeno[5,4-b]furan-8-yl)acetic acid synthesis

13synthesis methods

Product Name:(R)-2-(2,6,7,8-tetrahydro-1H-indeno[5,4-b]furan-8-yl)acetic acid
CAS Number:1092507-02-2
Molecular formula:C13H14O3
Molecular Weight:218.25

2H-Indeno[5,4-b]furan-8-acetic acid, 1,6,7,8-tetrahydro-, ethyl ester, (8S)-

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(R)-2-(2,6,7,8-tetrahydro-1H-indeno[5,4-b]furan-8-yl)acetic acid

1092507-02-2
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Yield:1092507-02-2 86%

Reaction Conditions:

Stage #1: ethyl (S)-2-(2,6,7,8-tetrahydro-1H-indeno [5,4-b]furan-8-yl)acetatewith sodium hydroxide in methanol at 30;
Stage #2: with hydrogenchloride in water;Cooling;

Steps:

5

Ethyl (85)-l,6,7,8-tetrahydro-2/f-indeno[5,4-δ]furan-8-ylacetate (100 gr, 0.406 mol) was dissolved in 800 ml methanol, sodium hydroxide was added (24.4 gr, 0.609 mol), and the reaction mixture was stirred for 2-3 hours at 3O⁰C to effect hydrolysis. The methanol was distilled of under vacuum, water was added, and the mixture was acidified by dropwise addition hydrochloric acid under cooling. The obtained (85)-l,2,6,7-tetrahydro-8/f-indeno[5,4-δ]furan-8-yl)acetic acid was isolated by filtration and dried under vacuum. Yield - 86 % and purity 99.8 %.

References:

WO2010/45565,2010,A1 Location in patent:Page/Page column 33