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CAS No. : | 1011-61-6 | MDL No. : | |
Formula : | C11H16O2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 180.24 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Class: | ||
Precautionary Statements: | UN#: | ||
Hazard Statements: | Packing Group: |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
96% | With sodium tetrahydroborate In methanol at 20℃; | |
87% | With sodium tetrahydroborate In methanol at 20℃; for 24h; | |
60% | With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; |
With aluminum oxide; sodium tetrahydroborate In hexane at 40℃; | ||
Stage #1: Methyl 4-benzoylbutanoate With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 1h; Stage #2: With sodium hydroxide In tetrahydrofuran; water | 26.A Step A: l-phenylpentane-l,5-diol. A 2.0 M tetrahydrofuran solution of lithium aluminum hydride (2.80 mL, 5.60 mmol) was added to a tetrahydrofuran solution (10 mL) of methyl 5-oxo-5-phenylpentanoate (500 mg, 2.78 mmol) at 0 0C, The reaction mixture was stirred for one hour and quenched with the sequential addition of water (0.2 mL), 10% sodium hydroxide solution (0.2 mL), and water (0.6 mL). It was concentrated in vacuo to give the title compound as a colorless oil. 1H NMR (500 MHz, CDCI3) δ 1.32-1.42 (m, IH), 1.46-1.55 (m, IH), 1.56-1.64 (m, 2H), 1.70-1.78 (m, IH), 1.78-1.88 (m, IH), 3.63 (t, J= 6.6 Hz, 2H), 4.68 (dd, J= 5.7, 7.8 Hz, IH), 7.25-7.30 (m, IH)5 7.32^7.35 (m, 4H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
97% | With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 25℃; for 1h;Inert atmosphere; | To a stirred solution of 5-oxo-5-phenylpentanoic acid (2.00 g, 10.4 mmol) in THF (60 mL) at 0 C was added LiAlH4 (1.58 g, 41.6 mmol) portionwise. The reaction was slowly warmed to RT over 1 h. After this time, the reaction was quenched by sequential dropwise addition of water (1.6 mL), aq. NaOH (15% w/v, 1.6 mL) and water (4.7 mL). The reaction mixture was diluted with Et2O (20 mL) and MgSO4 was added. The mixture was stirred vigorously for 30 mins then filtered and concentrated in vacuo. Purification by column chromatography (CH2Cl2:MeOH, 95:5) afforded the title compound 2p as a colourless oil (1.82 g, 97%). The spectral data matched that previously reported in the literature.14 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 49% 2: 49% | With sodium tetrahydroborate In methanol at 20℃; for 0.166667h; |