227809-77-0|2-(Quinolin-6-yl)ethanol| Ambeed

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CAS No. :	227809-77-0
Formula :	C₁₁H₁₁NO
M.W :	173.21
SMILES Code :	OCCC1=CC=C2N=CC=CC2=C1
MDL No. :	MFCD09926356

Yield	Reaction Conditions	Operation in experiment
84%		Example 124; 6-Phenyl-2-(2-(quinolin-6-yl)ethyl)pyridaziii-3(2//)-oiie.(1) To a 25 mL round-bottomed flask was added lithium aluminum hydride (0.057 g, 1.5 mmol, Strem Chemicals) and THF (8.0 mL). The mixture was cooled to - 30 °C and <strong>[5622-36-6]methyl 2-(quinolin-6-yl)acetate</strong> (0.30 g, 1.5 mmol, Tyger) in 2 mL THF was added over 1 minute. The mixture was stirred at -30 °C for 30 min, then quenched with 0.056 mL H2O. The solution was allowed to warm to rt and 0.056 mL 15percent aq. NaOH and then 0.168 mL H2O were added. The mixture was stirred for 15 minutes and then filtered. The filtercake was washed with THF and the filtrate was concentrated. Purification by silica gel chromatography (0.5 to 5.0percent MeOH (2 M in NH3)/CH2C12) afforded the title compound as a yellow solid (0.22 g, 84percent yield). MS (ESI pos. ion) m/z (MH+): 174. Calc'd exact mass for CHHI 1NO: 173. 1H NMR (400 MHz, DMSO-^6) delta ppm 8.83 (dd, J= 4.2, 1.7 Hz, 1 H), 8.28 (dd, J = 8.3, 0.9 Hz, 1 H), 7.93 (d, J= 8.6 Hz, 1 H), 7.77 (d, J= 1.2 Hz, 1 H), 7.65 (dd, J= 8.6, 2.0 Hz, 1 H), 7.49 (dd, J= 8.3, 4.2 Hz, 1 H), 4.73 (X, J = 5.2 Hz, 1 H), 3.72 (dt, J= 6.8, 5.3 Hz, 2 H), 2.92 (t, J= 6.8 Hz, 2 H).
84%	With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20℃; for 4.16667h;	To a mixture of LiAIH4 (680 mg, 17.9 mmol) in THE (50 mL) at 0 °C was added <strong>[5622-36-6]methyl 2-(quinolin-6-yl)acetate</strong> (1.8 g, 8.9 mmol). The mixture was stirred for 10 minutes at this temperature, after which the reaction mass was slowly warmed to room temperatureand stirred for 4 hours. After complete consumption of the starting material as determined by TLC, the reaction mixture was quenched with ethyl acetate (3 mL) and saturated ammonium chloride solution (20 mL) at 0 °C, filtered and concentrated to give 2-(quinolin-6-yl)ethan-1 -ol (1.3 g, 84percent). LCMS: m/z 174.28 [M+H].

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Physical hazards
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H231	May react explosively even in the absence of air at elevated pressure and/or temperature
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H242	Heating may cause a fire
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H261	In contact with water releases flammable gas
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H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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CAS No.: 227809-77-0

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CAS No.: 227809-77-0

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