ChemicalBook CAS DataBase List 4-INDANOL

4-INDANOL synthesis

13synthesis methods

Product Name:4-INDANOL
CAS Number:1641-41-4
Molecular formula:C9H10O
Molecular Weight:134.18

40731-98-4

1641-41-4

The general procedure for the synthesis of 2,3-dihydro-1H-4-indanol from 4-hydroxy-1-indanone was as follows: NaCNBH3 (6.4 g, 101.1 mmol) was added to a mixture of 4-hydroxy-1-indanone (5.0 g, 33.7 mmol) and zinc iodide (32.3 g, 101.1 mmol) in ethylene chloride (100 mL). The reaction mixture was stirred under reflux conditions for 2 hours. After completion of the reaction, it was filtered through silica gel (SiO2) while hot and eluted with dichloroethane. The filtrate was collected and concentrated under reduced pressure. The residue was dissolved in ether and filtered to remove the resulting white precipitate. The filtrate was collected again, concentrated in vacuum and finally purified by fast column chromatography to afford the target product 2,3-dihydro-1H-4-indanol (3 g, yield: 66%). The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3): δ 7.02 (m, 1H), 6.80 (d, J = 5.2 Hz, 1H), 6.61 (m, 1H), 2.91 (m, 4H), 2.05 (m, 2H).

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1641-41-4
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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

40731-98-4 Synthesis

40731-98-4
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$6.00/1g

1641-41-4
108 suppliers
$21.00/250mg

References