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[ CAS No. 1260242-01-0 ]

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Chemical Structure| 1260242-01-0
Chemical Structure| 1260242-01-0
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Product Details of [ 1260242-01-0 ]

CAS No. :1260242-01-0 MDL No. :MFCD18397814
Formula : C8H9IO Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W :248.06 g/mol Pubchem ID :58754169
Synonyms :

Safety of [ 1260242-01-0 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1260242-01-0 ]

  • Upstream synthesis route of [ 1260242-01-0 ]
  • Downstream synthetic route of [ 1260242-01-0 ]

[ 1260242-01-0 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 612833-45-1 ]
  • [ 1260242-01-0 ]
YieldReaction ConditionsOperation in experiment
97%
Stage #1: With lithium borohydride In tetrahydrofuranReflux; Inert atmosphere
Stage #2: With water; ammonium chloride In tetrahydrofuran at 0℃;
Step 3: (5-Iodo-2-methylphenyl)methanolTo a solution of ester 4 (41.0 g, 141 mmol) in THF (300 mL) was added lithium borohydride (2.0 M in THF, 212 mL). The reaction mixture was refluxed overnight. After cooling to 0 °C, the reaction was quenched by addition of aq. saturated NH4C1 solution. The mixture was diluted with water and extracted with EtOAc. The organic layer was washed with brine, dried over anhydrous MgS04, filtered and evaporated in vacuo to yield the titled compound (34.0 g, 97percent) as a white solid, which was carried on to the next step without further purification.[M-OH"]+ 231.
Reference: [1] Patent: WO2011/159067, 2011, A2, . Location in patent: Page/Page column 51
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  • [ 54811-38-0 ]
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YieldReaction ConditionsOperation in experiment
11.58 g With dimethylsulfide borane complex In tetrahydrofuran at 35 - 60℃; for 3 h; Borane-methylsulfide solution (50.0 mL of a 2.0M solution in THF, lOOmmol) was added dropwise to a solution of 5-iodo-2-methyl benzoic acid (13.1g, 50 mmol) and anhydrous THF (100 mL) at 35-45 °C at a rate to moderate the gas evolution. The resulting mixture was heated at 60 °C for 3 h and was then cooled to 25 °C and quenched by the careful, dropwise addition of methanol (50 mL) which was added at such a rate that gas evolution was moderated and the temperature was maintained below 35 °C. The resulting mixture was stirred at 25 °C for 2 h and was then concentrated under vacuum. The residue was partitioned between ethyl acetate and saturated aqueous sodium bicarbonate solution, the organic phase was washed with saturated aqueous sodium bicarbonate solution, dried over anhydrous magnesium sulfate and concentrated to provide the title compound (11.58 g) as a white solid H NMR (CDCI3) δ 7.71 (d, 1H), 7.52 (d, 1H), 6.91 (d, 1H), 4.64 (s, 2H), 2.27 (s, 3H), 1.62 (br s, 1H).
11.58 g With dimethylsulfide borane complex In tetrahydrofuran at 35 - 60℃; for 3 h; Step A: Preparation of 5-iodo-2-methylbenzenemethanol Borane-methylsulfide solution (50.0 mL of a 2.0M solution in THF, lOOmmol) was added dropwise to a solution of 5-iodo-2-methyl benzoic acid (13.1g, 50 mmol) and anhydrous THF (100 mL) at 35-45 °C at a rate to moderate the gas evolution. The resulting mixture was heated at 60 °C for 3 h and was then cooled to 25 °C and quenched by the careful, dropwise addition of methanol (50 mL) which was added at such a rate that gas evolution was moderated and the temperature was maintained below 35 °C. The resulting mixture was stirred at 25 °C for 2 h and was then concentrated under vacuum. The residue was partitioned between ethyl acetate and saturated aqueous sodium bicarbonate solution, the organic phase was washed with saturated aqueous sodium bicarbonate solution, dried over anhydrous magnesium sulfate and concentrated to provide the title compound (11.58 g) as a white solid H NMR (CDCI3) δ 7.71 (d, 1H), 7.52 (d, 1H), 6.91 (d, 1H), 4.64 (s, 2H), 2.27 (s, 3H), 1.62 (br s, 1H).
Reference: [1] Patent: WO2014/66120, 2014, A1, . Location in patent: Page/Page column 31
[2] Patent: WO2015/157005, 2015, A1, . Location in patent: Page/Page column 42; 43
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  • [ 79669-49-1 ]
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Reference: [1] Patent: WO2011/159067, 2011, A2,
  • 4
  • [ 359629-91-7 ]
  • [ 1260242-01-0 ]
Reference: [1] Patent: WO2011/159067, 2011, A2,
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