ChemicalBook--->CAS DataBase List--->202857-89-4

202857-89-4

202857-89-4 Structure

202857-89-4 Structure
IdentificationBack Directory
[Name]

2-(benzyloxy)-4-fluorobenzaldehyde
[CAS]

202857-89-4
[Synonyms]

2-(benzyloxy)-4-fluorobenzaldehyde
4-fluoro-2-(phenylmethoxy)Benzaldehyde
Benzaldehyde, 4-fluoro-2-(phenylmethoxy)-
[Molecular Formula]

C14H11FO2
[MDL Number]

MFCD12025063
[MOL File]

202857-89-4.mol
[Molecular Weight]

230.23
Chemical PropertiesBack Directory
[Melting point ]

31 °C
[Boiling point ]

353.4±27.0 °C(Predicted)
[density ]

1.211±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[Appearance]

White to off-white Solid
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P280-P305+P351+P338
Hazard InformationBack Directory
[Uses]

2-Benzyloxy-4-fluorobenzaldehyde is a reactant used in the synthesis of fluorinated hallucinogenic tryptamine derivatives.
[Synthesis]

4-FLUORO-2-HYDROXYBENZALDEHYDE

348-28-7

Benzyl bromide

100-39-0

2-(benzyloxy)-4-fluorobenzaldehyde

202857-89-4

Step 1) Synthesis of 2-(benzyloxy)-4-fluorobenzaldehyde: To a solution of 4-fluoro-2-hydroxybenzaldehyde (10 g, 71.42 mmol) in N,N-dimethylformamide (DMF, 60 mL) was added potassium carbonate (24 g, 174 mmol) and benzyl bromide (15 g, 88 mmol). The reaction mixture was stirred at 80 °C for 4 hours. After completion of the reaction, the mixture was concentrated under reduced pressure to remove the solvent. The residue was diluted with deionized water (50 mL) and subsequently extracted with ethyl acetate (EtOAc, 200 mL). The organic layers were combined, washed with saturated aqueous sodium chloride (50 mL), dried over anhydrous sodium sulfate, and concentrated under reduced pressure to afford 2-(benzyloxy)-4-fluorobenzaldehyde as a colorless oil (14.8 g, 97% yield). Mass spectrum (electrospray ionization, positive ion mode) m/z: 231.2 [M + H]+.

[References]

[1] Patent: WO2015/197028, 2015, A1. Location in patent: Paragraph 0058
[2] Patent: WO2018/69863, 2018, A1. Location in patent: Page/Page column 100
[3] Patent: WO2006/86562, 2006, A2. Location in patent: Page/Page column 293
[4] Patent: WO2006/5909, 2006, A1. Location in patent: Page/Page column 38
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