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ChemicalBook CAS DataBase List 4-INDANOL

4-INDANOL synthesis

13synthesis methods
-

Yield: 90%

Reaction Conditions:

with triethylsilane in trifluoroacetic acid

Steps:

26 Tetra-n-propyl 2-6-tert-butyl-7-hydroxy-4-indanyl]ethenylidene-1,1-diphosphonate
EXAMPLE 26 Tetra-n-propyl 2-6-tert-butyl-7-hydroxy-4-indanyl]ethenylidene-1,1-diphosphonate To a solution of 7-hydroxyindan-1-one (6.0 g, 40 mmole) in trifluoroacetic acid (30 ml), triethylsilane (10.23 g, 87.9 mmole) was added. The mixture was refluxed for 5 hours, poured into water (200 ml) and extracted with diethyl ether (2*200 ml). The extract was washed with water. The ethereal solution was extracted with 4NNaOH (3*50 ml). The alkaline extract was washed with diethyl ether then acidified to pH1 with hydrochloric acid. The aqueous mixture was extracted with diethyl ether and the ethereal extract was washed with water and aqueous saturated sodium chloride, was dried, and the solvents evaporated to give 4-hydroxyindane as a colourless oil (4.9 g, 90%).

References:

Symphar S.A. US5204336, 1993, A

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