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Chemical Structure| 876747-18-1 Chemical Structure| 876747-18-1

Structure of 876747-18-1

Chemical Structure| 876747-18-1

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Product Details of [ 876747-18-1 ]

CAS No. :876747-18-1
Formula : C3H7FO
M.W : 78.09
SMILES Code : C[C@H](CO)F
MDL No. :MFCD09763597

Safety of [ 876747-18-1 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H225-H315-H319-H335
Precautionary Statements:P210-P233-P240-P241-P242-P243-P261-P264-P271-P280-P303+P361+P353-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-P362-P370+P378-P403+P233+P235-P405-P501
Class:3
UN#:1987
Packing Group:

Application In Synthesis of [ 876747-18-1 ]

* 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 [ 876747-18-1 ]

[ 876747-18-1 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 876747-18-1 ]
  • [ 141179-72-8 ]
  • [ 790695-56-6 ]
YieldReaction ConditionsOperation in experiment
78.6% 4-Fluoro-2-(trifluoromethyl)benzoic acid (a compound of the formula (7e) in which Lv is fluoro, that is, a compound of the formula (7e-F) shown in the reaction scheme (I) (i-2)) (50 g), ethyl acetate (250 mL), N,N-dimethylformamide (0.88 g), and thionyl chloride (42.9 g) were mixed, followed by stirring at 60 C for 7 hours. The reaction solution was concentrated under reduced pressure, to the residue were added acetonitrile (150 mL) and pyridine (85.5 g), and 2-propanol (65.0 g) was added dropwise thereto, followed by stirring at room temperature for 4 hours. The reaction solution was concentrated under reduced pressure and the residue was subjected to a liquid separation operation by addition of toluene (200 mL) and water (200 mL). The obtained organic layers were combined and washed with a solution of concentrated hydrochloric acid (71.0 g) and water (200 mL), and then washed with a solution of sodium chloride (25 g) and water (200 mL), and then the organic layer was concentrated under reduced pressure. To the residue was added toluene (125 mL) and the solution was concentrated under reduced pressure to obtain an oily residue. To the residue were added tetrahydrofuran (350 mL), (2R)-2-fluoropropanol (30.9 g), and potassium tert-butoxide (35.9 g), followed by stirring at 0 C for 5 hours. The reaction solution was subjected to a liquid separation operation by addition of ammonium chloride (12.85 g) and water (200 mL). The obtained organic layers were combined and washed with a solution of sodium chloride (50 g) and water (200 mL). The organic layer was concentrated under reduced pressure, and to the obtained residue were added a solution of sodium hydroxide (19.2 g) and water (120 mL), and methanol (360 mL), followed by stirring at 60 C for 19 hours. To the reaction solution were added water (420 mL) and toluene (60 mL), and to the obtained aqueous layers was added concentrated hydrochloric acid (49.7 g) and crystallized. The resulting slurry was stirred at 20 C. The resulting crystal was filtered and washed with a 30% aqueous methanol solution (12 mL) to obtain crude crystal (76.8 g). To the crystal was added 1-propanol (192 mL) and water (144 mL), followed by heating at 55 C to dissolve the crystal and then cooling. After confirming precipitation of the crystal, water (144 mL) was added thereto, followed by cooling to 0 C. The resulting crystal was collected by filtration, washed with an aqueous 1-propanol solution (36 mL of 1-propanol and 84 mL of water), and dried at 50 C. under reduced pressure to obtain 4-[(2R)-2-fluoropropyl]oxy}-2-(trifluoromethyl)benzoic acid (50.28 g) as a white crystal in a yield of 78.6%. 1H-NMR (CDCl3): 1.48 (3H, dd, J = 23.6 Hz, 6.4 Hz), 4.08-4.17 (2H, m), 4.95-5.11 (1H, m), 7.10 (1H, dd, J = 8.8 Hz, 2.4 Hz), 7.34 (1H, d, J = 2.4 Hz), 8.06 (1H, d, J = 8.8 Hz)
 

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