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Name |
3',5'-Dibenzyloxyacetophenone |
EINECS | 249-315-7 |
CAS No. | 28924-21-2 | Density | 1.144 g/cm3 |
PSA | 35.53000 | LogP | 5.04720 |
Solubility | N/A | Melting Point |
60-62 °C(lit.) |
Formula | C22H20O3 | Boiling Point | 489.5 °C at 760 mmHg |
Molecular Weight | 332.399 | Flash Point | 242.1 °C |
Transport Information | N/A | Appearance | beige crystalline powder |
Safety | 24/25 | Risk Codes | N/A |
Molecular Structure | Hazard Symbols | Xi | |
Synonyms |
Acetophenone,3',5'-bis(benzyloxy)- (8CI);1-[3,5-Bis(benzyloxy)phenyl]ethanone;3',5'-Bis(benzyloxy)acetophenone; |
Article Data | 20 |
Conditions | Yield |
---|---|
With potassium carbonate In acetone at 100℃; for 3h; | 100% |
Stage #1: 3,5-dihydroxyacetophenone With potassium carbonate In acetone for 0.166667h; Stage #2: benzyl bromide In acetone at 20℃; for 10h; | 97% |
With potassium carbonate In acetone for 18h; Reflux; | 86% |
2-bromo-1-[3,5-bis(phenylmethoxy)phenyl]ethanone
A
2-bromo-1-(3,5-bis(benzyloxy)phenyl)ethanol
B
3,5-dibenzyloxyacetophenone
Conditions | Yield |
---|---|
With sodium formate; cetyltrimethylammonim bromide; sodium dodecyl-sulfate; (R,R)-TsDPEN; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer In water at 28℃; for 2.5h; | A 90% B n/a C n/a |
1-(3,5-Bis-benzyloxy-phenyl)-ethanone oxime
3,5-dibenzyloxyacetophenone
Conditions | Yield |
---|---|
With triethylammonium chlorochromate(VI) In 1,2-dichloro-ethane for 2h; | 88% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80 - 90℃; Reagent/catalyst; Temperature; | 85% |
With potassium carbonate In acetone at 60℃; for 4h; Temperature; | 82% |
With potassium carbonate Alkylation; |
1-(3,5-Dibenzyloxyphenyl)-2-methylsulfonyl-1-ethanon
3,5-dibenzyloxyacetophenone
Conditions | Yield |
---|---|
With zinc In methanol; acetic acid for 0.0833333h; | 72% |
A
3,5-dibenzyloxyacetophenone
B
3,5-dibenzyloxybenzoic acid
Conditions | Yield |
---|---|
With manganese triacetate; acetic acid for 22h; Ambient temperature; | A 3% B 4% |
(3,5-di-benzyloxy)benzoic acid benzyl ester
3,5-dibenzyloxyacetophenone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 76 percent / lithium 2,2,6,6-tetramethylpiperidide / tetrahydrofuran / 1.) 0 deg C, 45 min, 2.) r.t., 1 h 2: 3 percent / manganese(III) acetate, acetic acid / 22 h / Ambient temperature View Scheme | |
Multi-step reaction with 2 steps 1: 1) 50percent NaH / 1) DMSO, 60 deg C, 90 min, 2) THF, 60 deg C, 1 h 2: 72 percent / Zn / methanol; acetic acid / 0.08 h View Scheme |
3,5-dibenzyloxyacetophenone
2-bromo-1-[3,5-bis(phenylmethoxy)phenyl]ethanone
Conditions | Yield |
---|---|
With tetra-N-butylammonium tribromide In tetrahydrofuran; methanol at 20℃; for 24h; | 100% |
With bromine In dichloromethane at 20℃; | 80% |
With phenyltrimethylammonium tribromide In dichloromethane at 20℃; for 3h; | 38% |
3,5-dibenzyloxyacetophenone
Conditions | Yield |
---|---|
Stage #1: 3,5-dibenzyloxyacetophenone With copper(ll) bromide In dichloromethane for 3h; Reflux; Stage #2: With potassium borohydride In methanol at 10 - 15℃; for 1h; Solvent; Reagent/catalyst; | 98% |
Conditions | Yield |
---|---|
With iron(III) oxide; potassium tert-butylate In toluene for 15h; Inert atmosphere; Sealed tube; | 95% |