4-METHOXY-5-METHYL-2,3-DIHYDRO-1H-INDEN-1-ONE synthesis
- Product Name:4-METHOXY-5-METHYL-2,3-DIHYDRO-1H-INDEN-1-ONE
- CAS Number:1033811-69-6
- Molecular formula:C11H12O2
- Molecular Weight:176.21
Yield:1033811-69-6 82.5%
Reaction Conditions:
with potassium carbonate in N,N-dimethyl-formamide at 0 - 65;
Steps:
3.I
3. Preparation of 7-Methoxy-3,6-dimethyl-indan-4-carbaldehyde; Step-I: synthesis of 4-Methoxy-5-methyl-indan-1-one; To a suspension of 4-Hydroxy-5-methyl-indan-1-one (50.0 gm, 0.308 mole) and Potassium carbonate (127.0 gm, 0.928 mole) in Dimethylformamide (250 ml), Dimethyl sulphate (90 ml, 0.928 mole) was added at 0° C. The reaction mixture was heated at 60-65° C. and stirred for 16 hours. The reaction mixture was poured into water (1 litre) and extracted with Ethylacetate (3×250 ml). The organic layer was dried over Sodium sulphate and distilled under vacuum to give 10.0 gm of crude product which was purified by column chromatography using Hexane as a mobile phase. The collected fractions were distilled under vacuum to give 45.0 gm of desired product as a viscous oil.Yield: 82.5%NMR (400 mhz, DMSO-d6): δ 7.30 (1H, d), 7.27 (1H, d), 3.84 (3H, s), 3.12 (2H, t), 2.60-2.63 (2H, m), 2.31 (3H, s).
References:
US2010/168110,2010,A1 Location in patent:Page/Page column 21
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