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Chemical Structure| 25253-51-4 Chemical Structure| 25253-51-4

Structure of 25253-51-4

Chemical Structure| 25253-51-4

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Product Details of [ 25253-51-4 ]

CAS No. :25253-51-4
Formula : C14H17ClO2
M.W : 252.74
SMILES Code : ClC1=CC=C(C(CC2)CCC32OCCO3)C=C1
MDL No. :MFCD07367861
InChI Key :YUHLEBUZROOCJG-UHFFFAOYSA-N
Pubchem ID :14617879

Safety of [ 25253-51-4 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319
Precautionary Statements:P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362

Application In Synthesis of [ 25253-51-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 25253-51-4 ]

[ 25253-51-4 ] Synthesis Path-Downstream   1~2

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  • [ 14472-80-1 ]
YieldReaction ConditionsOperation in experiment
With toluene-4-sulfonic acid; In water; acetone; at 70℃; for 3h; 4-(4-Chlorophenyl)-cyclohex-3-enone monoethylene ketal (291.0 g, 1.15 mol) was dissolved in ethyl acetate (2.3 L) at RT and transferred to a Parr autoclave reactor. Palladium on carbon (9.0 g, 3 wt %) was added to the reaction mass and flushed twice with nitrogen and once with hydrogen. Subsequently, a hydrogen pressure of 5-7 kg/cm2 was maintained for 7h at RT. Reaction was monitored on TLC; after completion of reaction, palladium on carbon was filtered through a Celite bed. The mother liquor was evaporated under reduced pressure to give crude product as light yellow semi solid of 4-(4-Chlorophenyl)-cyclohexanone monoethylene ketal (v).Crude 4-(4-Chlorophenyl)-cyclohexanone monoethylene ketal (v) was suspended in 50:50 acetone: water (1000 mL) at 25 C and ^-TSA (11.5 g, 5 mol %) was added to it. The reaction mass was heated to 70 C and stirred for 3h after which it was cooled to RT. Acetone was evaporated under reduced pressure and resultant slurry was added to sodium bicarbonate solution and stirred for 30 min at 5 C and filtered off to afford pure product as off-white solid (198.0 g, 88 % yield). Generally yield of the product ranges from 80 to 90 %. FTIR (neat): 2939, 1712, 1490, 1 164, 1091, 1013, 833 cm-1.1H NMR (CDC13, 200 MHz): delta 1.85 -1.93 (m, 2H), 2.18-2.22 (m, 2H), 2.49-2.59 (m, 4H) 2.98- 3.05 (m, 1H), 7.14-7.19 (m, 2H), 7.25-7.30 (m, 2H); 13C NMR (CHC13, 100 MHz): S 33.8, 41.3, 42.1, 128.0, 128.4, 132.2, 143.2, 210.7; DSC (10 C/min): Peak at 63.39 C
 

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