ChemicalBook CAS DataBase List 4-HYDROXY-7-METHOXYINDAN

4-HYDROXY-7-METHOXYINDAN synthesis

10synthesis methods

Product Name:4-HYDROXY-7-METHOXYINDAN
CAS Number:38998-04-8
Molecular formula:C10H12O2
Molecular Weight:164.2

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38998-04-8
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Yield:38998-04-8 43.4%

Reaction Conditions:

Stage #1: 4,7-dimethoxyindanewith boron tribromide in dichloromethane at 0 - 10; for 2 h;
Stage #2: with water in dichloromethane;

Steps:

1.II

STEP-II: Preparation of 7-methoxyindan-4-ol; To the clear solution of 4,7-Dimethoxyindane (22.5 gm, 0.126 mole) in Methylene chloride (400 ml), added Boron tribromide (12.27 ml, 0.13 mole) at 0° C. After 2 hours stirring at 0-10° C., water (100 ml) was added and then the reaction mixture was extracted with Methylene chloride. The Methylene chloride layer was dried over Sodium sulphate and distilled off to give a crude mass which was purified by column chromatography using 7% Ethyl acetate in Hexane (9.0 gm).Yield: 43.4%¹H-NMR (400 MHz, DMSO-d₆): δ8.66 (1H, s), 6.493-6.558 (2H, m), 3.66 (3H, s), 2.71-2.75 (4H, m), 1.92-2.00 (2H, m)

References:

US2010/168110,2010,A1 Location in patent:Page/Page column 13