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Chemical Structure| 374933-76-3 Chemical Structure| 374933-76-3

Structure of 374933-76-3

Chemical Structure| 374933-76-3

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Product Details of [ 374933-76-3 ]

CAS No. :374933-76-3
Formula : C9H7BrOS
M.W : 243.12
SMILES Code : OCC1=CC2=CC=C(Br)C=C2S1
MDL No. :MFCD11841039
InChI Key :YGEBIGMLMWYGHE-UHFFFAOYSA-N
Pubchem ID :13567983

Safety of [ 374933-76-3 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319
Precautionary Statements:P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Application In Synthesis of [ 374933-76-3 ]

* 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 [ 374933-76-3 ]

[ 374933-76-3 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 360576-01-8 ]
  • [ 374933-76-3 ]
YieldReaction ConditionsOperation in experiment
94% With LAB; In tetrahydrofuran; hexane; for 0.08333330000000001h; Ester 9 (6.8 g, 25.0 mmol) was dissolved in THF (anhydrous, 50 mL) and cooled to 0 oC. Lithium dimethylammonium borohydride3 (50 mL, 50.0 mmol, 1.0 M THF/hexane) was added drop-wise. After 5 min of stirring, the reaction was complete as judged by TLC and was quenched with HCl (3.0 M) under vigorous stirring until the evolution of gas ceased. The organic layer was separated, and the aqueous layer extracted with EtOAc (3x). The combined organic layers were washed with water and brine followed by drying (Na2SO4). Evaporation of solvent gave a yellow solid, which was recrystallized from isopropanol/water to give the desired primary alcohol as white crystals. (5.7 g, 94% yield), mp 111-113 oC. IR (thin film, cm-1) 3203, 3071, 2901, 2853, 1577, 1523, 1444, 849, 841; 1H NMR (CDCl3) delta 7.95 (d, J = 1.5 Hz, 1H), 7.57 (d, J = 8.5 Hz, 1H), 7.44 (dd, J = 1.5, 8.5 Hz, 1H), 7.17 (d, J = 1.0 Hz, 1H), 4.91 (s, 2H), 1.97 (br s, 1H); 13C NMR (CDCl3) delta 145.8, 141.6, 138.5, 128.0, 125.1, 124.8, 121.1, 118.3, 60.9; HRMS (EI) for C9H7BrOS [M]+ calcd, 241.9401, found, 241.9404 (error = 1.2 ppm).
74.7% With lithium aluminium tetrahydride; In tetrahydrofuran; at 25℃; for 3.0h;Cooling with ice; Lithium aluminum hydride (756 mg, 19.9 mmol)Was suspended in tetrahydrofuran (20.0 mL)And the mixture was stirred under ice cooling.Compound 8 (1.79 g, 6.64 mmol) synthesized by the method shown in Example 3-1 was dissolved in tetrahydrofuran (20.0 mL).The resulting solution of Compound 8 was added to a solutionThe solution was slowly added dropwise to a lithium aluminum hydride solution under ice cooling, followed by stirring at room temperature for 3 hours.Saturated sodium sulfate aqueous solution was added excessively,It was dehydrated with sodium sulfate powder.After filtration with a glass filter, the solvent was distilled off under reduced pressure,The residue was subjected to silica gel column chromatography using ethyl acetate / hexane (1/1, volume ratio) as an elution solvent,Compound 9 was obtained in a yield of 1.20 g (yield: 74.7%).
 

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