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Structure of 149437-67-2

Chemical Structure| 149437-67-2

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Product Details of [ 149437-67-2 ]

CAS No. :149437-67-2
Formula : C12H13FO3
M.W : 224.23
SMILES Code : O=C(OC)CCCC(C1=CC=C(F)C=C1)=O
MDL No. :MFCD11617535
InChI Key :TVNYNMWSTIOQCP-UHFFFAOYSA-N
Pubchem ID :21763150

Safety of [ 149437-67-2 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P233-P260-P261-P264-P271-P280-P302+P352-P304-P304+P340-P305+P351+P338-P312-P321-P332+P313-P337+P313-P340-P362-P403-P403+P233-P405-P501

Application In Synthesis of [ 149437-67-2 ]

* 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 [ 149437-67-2 ]

[ 149437-67-2 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 67-56-1 ]
  • [ 149437-76-3 ]
  • [ 149437-67-2 ]
YieldReaction ConditionsOperation in experiment
100% With sulfuric acid; for 1h;Reflux; To a flask were added 3 g of compound 3, 30 mL of methanol, and 0.25 mL of concentrated H2SO4. After the resultant solution was heated to reflux for 1 hour, it was cooled and then concentrated to 1/5 of its volume. Ethyl acetate (100 mL) was added. The mixture was washed with a saturated NaHCO3 aqueous solution and a brine solution. The ethyl acetate layer was separated and concentrated to dryness to give compound 4 in 100% yield. HNMR of compound 4 (CDCl3, 300M Hz): delta=2.01 (q, J=7.2 Hz, 2H), 2.45 (t, J=7.2 Hz, 2H), 3.03 (t, J=7.2 Hz, 2H), 3.68 (s, 3H), 7.13 (t, J=8.7 Hz, 2H), 7.99 (q, J=5.4 Hz, 2H)
84% sulfuric acid; for 16h;Heating / reflux; Methyl 5- (4-fluorophenyl)-5-oxopentanoate To a solution of 5- (4-FLUOROPHENYL)-5-OXOPENTANOIC acid (3.0 g, 14.3 mmol) in dry MEOH (50 ml) was added concentrated sulfuric acid (50 mg) and the mixture refluxed under nitrogen for 16 H. THE bulk of the MeOH was removed by rotary evaporator and the residue treated with sodium bicarbonate solution (5%, 100 ml) and extracted with ethyl acetate (3X50 ml). The organic extract was washed with water (1X100 ml), brine (1X100 ml), dried (NA2SO4) and evaporated to give methyl 5- (4-FLUOROPHENYL)-5-OXOPENTANOATE (2. 69 g, 84%) as a white crystalline solid.
80% With hydrogenchloride; The 4-fluoro-(4-benzoyl) butyric acid (100G, 0. 476MOL) obtained inexample 1 was dissolved in 1050ML OF METHANOL and 100ml of 16% methanolhydrochloric acid was added. The reaction was monitored to completion byTLC and the solvent was evaporated under vacuum. The residue wastaken-up in 400ML dichloromethane and washed twice with 250ML of 5%sodium bicarbonate solution and then with 500ML of saturated brinesolution. The organic layer was dried over sodium sulfate and evaporatedto dryness under reduced pressure. The residue was crystallized fromethyl acetate and hexane to yield the pure product (85. 7g, yield: 80%).1H-NMR (CDC13) B : 8.01-7. 97 (M, 2H), 7.15-7. 10 (M, 2H), 3.66 (s, 3H),3.03 (t, 2H), 2.45 (t, 2H), 2.11-2. 02 (M, 2H).
 

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