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CAS No. : | 58621-39-9 | MDL No. : | |
Formula : | C11H12O2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 176.21 | 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 |
---|---|---|
With sulfuric acid; sodium hydride 1) THF, reflux, 5 h, 2) THF, MeOH, reflux, 3 h; Yield given. Multistep reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sulfuric acid; sodium hydride 1) THF, reflux, 5 h, 2) THF, MeOH, reflux, 3 h; Multistep reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sulfuric acid; sodium hydride 1) THF, reflux, 5 h, 2) THF, MeOH, reflux, 3 h; Yield given. Multistep reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | With potassium hydroxide In ethanol for 191h; | 15 [1-(2-HYDROXY-3-ALLYL-PHENYL)-3-(2,] 4, [5-TRIMETHOXY-] phenyl)-propenone (74) To a stirring suspension of [1- (3-ALLYL-2-HYDROXY-] phenyl)-ethanone 73 (1.779 g, 27 mmol) and 2,4, 5- trimethoxy benzaldehyde (5.89 g, 30 mmol, 1.1 equ) in ethanol (50 ml) was added potassium hydroxide (3.23 g, 58 mmol, 2.1 equ). The reaction mixture was stirred for [191] hours then acidified (2 M [HC1)] and extracted with ethyl acetate (3x). The combined organic layers were then washed with water and brine then dried (MgSO4) and concentrated in vacuo to give [1- (2-HYDROXY-3-ALLYL-PHENYL)-3- (2,] 4,5- trimethoxy-phenyl)-propenone 74 (11.165 g, 116 %) as an orange solid. [H] nmr (400 MHz, CDCl3) 3.47 (d, 2H, 6.6 Hz) 3.92 (s, 3H) 3.94 (s, 3H) 3.96 (s, 3H) 5.08-5. 14 (m, 2H) 5.99-6. 10 (m, 1H) 6.53 (s, 1H) 6.88 (t, 1H, 7.7 Hz) 7.13 (s, 1H) 7.36 (d, 1H, 6.5 Hz) 7.63 (d, 1H, 15.5 Hz) 7.82 (dd, 1H, 1.4+8. 1 Hz) 8.21 (d, 1H, 15.5 Hz) 13.43 (s, [1H). 13C] nmr (100 MHz, CDCl3) 33.94 (CH2) 56.49 (CH3) 56.73 [(CH3)] 57.08 (CH3) 97.12 (CH) 112.20 (CH) 115.69 (Q) 116.31 [(CH2)] 118.49 (CH) 118.57 (CH) 120.19 (Q) 128.04 (CH) 129.80 (Q) 136.29 (CH) 136.68 (CH) 138.51 (Q) 141.12 (CH) 143.71 (Q) 153.33 [(Q)] 155.46 (CH) 161.97 (Q) 194.66 (Q). EI+ 354.4 [(69%,] [M+)] 323.3 [(100W,] [[M-OME] +)] [C21H2205] Calc. 354.1467 Found 354.1468. |
With potassium hydroxide In ethanol for 191h; |