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ChemicalBook CAS DataBase List (R)-2-(2,6,7,8-tetrahydro-1H-indeno[5,4-b]furan-8-yl)acetic acid
1092507-02-2

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

13synthesis methods
2H-Indeno[5,4-b]furan-8-acetic acid, 1,6,7,8-tetrahydro-, ethyl ester, (8S)-

1222483-21-7
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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

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