| Identification | Back Directory | [Name]
4-BENZYLOXY-3-METHOXYACETOPHENONE | [CAS]
1835-11-6 | [Synonyms]
NSC 201234 TIMTEC-BB SBB008382 Acetovanillone benzyl ether 4-BENZYLOXY-3-METHOXYACETOPHENONE 4'-BENZYLOXY-3'-METHOXYACETOPHENONE 3'-Methoxy-4'-(benzyloxy)acetophenone 4’-(benzyloxy)-3’-methoxy-acetophenon Acetophenone, 4'-(benzyloxy)-3'-methoxy- 1-[4-(BENZYLOXY)-3-METHOXYPHENYL]ETHANONE 1-[4-(benzyloxy)-3-Methoxyphenyl]ethan-1-one 1-(3-methoxy-4-(phenylmethoxy)phenyl)ethanone Ethanone, 1-(3-methoxy-4-(phenylmethoxy)phenyl)- | [EINECS(EC#)]
278-764-1 | [Molecular Formula]
C16H16O3 | [MDL Number]
MFCD00017326 | [MOL File]
1835-11-6.mol | [Molecular Weight]
256.3 |
| Chemical Properties | Back Directory | [Melting point ]
85-87°C | [Boiling point ]
396.5±27.0 °C(Predicted) | [density ]
1.115±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Acetonitrile (Slightly), Dichloromethane (Slightly), DMSO (Slightly, Heated) | [form ]
Solid | [color ]
White to Off-White | [BRN ]
1885776 |
| Hazard Information | Back Directory | [Chemical Properties]
Pale Yellow Solid | [Uses]
Intermediate in the preparation of Epinephrine metabolites | [Synthesis]
The general procedure for the synthesis of 4-benzyloxy-3-methoxyacetophenone from benzyl bromide and vanillylacetophenone was as follows: 4-hydroxy-3-methoxyacetophenone (40 g, 240 mmol), benzyl bromide (31.4 mL, 260 mmol), and potassium carbonate (99.6 g, 360 mmol) were dissolved in N,N-dimethylformamide (DMF, 800 mL) and the reaction The mixture was heated to 40 °C and stirred overnight. After completion of the reaction, the mixture was cooled to room temperature, poured into ice water and the solid product precipitated was collected by filtration. The solid product was washed with water and dried to give 1-(4-benzyloxy-3-methoxyphenyl)ethanone (61 g, 99% yield). | [References]
[1] Patent: WO2005/30140, 2005, A2. Location in patent: Page/Page column 198 [2] Journal of Agricultural and Food Chemistry, 2017, vol. 65, # 19, p. 3965 - 3974 [3] Patent: WO2006/108059, 2006, A1. Location in patent: Page/Page column 87 [4] Patent: WO2005/30140, 2005, A2. Location in patent: Page/Page column 198 [5] Bioorganic and Medicinal Chemistry, 2002, vol. 10, # 3, p. 675 - 683 |
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