ChemicalBook > CAS DataBase List > 4-BENZYLOXY-3-ETHOXYBENZALDEHYDE

4-BENZYLOXY-3-ETHOXYBENZALDEHYDE

Product Name
4-BENZYLOXY-3-ETHOXYBENZALDEHYDE
CAS No.
60186-33-6
Chemical Name
4-BENZYLOXY-3-ETHOXYBENZALDEHYDE
Synonyms
AKOS B004476;ASISCHEM N40480;2-(Benzyloxy)-5-formylphenetole;4-BENZYLOXY-3-ETHOXYBENZALDEHYDE;Benzaldehyde, 4-benzyloxy-3-ethoxy-;3-ethoxy-4-(phenylmethoxy)benzaldehyde;Benzaldehyde, 3-ethoxy-4-(phenylmethoxy)-
CBNumber
CB2737414
Molecular Formula
C16H16O3
Formula Weight
256.3
MOL File
60186-33-6.mol
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4-BENZYLOXY-3-ETHOXYBENZALDEHYDE Property

Melting point:
56-58°C
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
CAS DataBase Reference
60186-33-6(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
43
Safety Statements 
36/37
HazardClass 
IRRITANT
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
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N-Bromosuccinimide Price

TRC
Product number
B130045
Product name
4-(Benzyloxy)-3-ethoxybenzaldehyde
Packaging
100mg
Price
$45
Updated
2021/12/16
SynQuest Laboratories
Product number
2715-1-03
Product name
4-Benzyloxy-3-ethoxybenzaldehyde
Purity
98%
Packaging
1g
Price
$43
Updated
2021/12/16
Matrix Scientific
Product number
006543
Product name
4-Benzyloxy-3-ethoxybenzaldehyde
Purity
98%
Packaging
5g
Price
$44
Updated
2021/12/16
Matrix Scientific
Product number
006543
Product name
4-Benzyloxy-3-ethoxybenzaldehyde
Purity
98%
Packaging
1g
Price
$20
Updated
2021/12/16
AK Scientific
Product number
8972AB
Product name
4-Benzyloxy-3-ethoxybenzaldehyde
Packaging
1g
Price
$72
Updated
2021/12/16
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4-BENZYLOXY-3-ETHOXYBENZALDEHYDE Chemical Properties,Usage,Production

Synthesis

121-32-4

100-39-0

60186-33-6

The general procedure for the synthesis of 4-benzyloxy-3-ethoxybenzaldehyde from ethyl vanillin and benzyl bromide was as follows: to a solution of N,N-dimethylformamide (5 mL) of 3-ethoxy-4-hydroxybenzaldehyde (830 mg, 5 mmol) was slowly added K2CO3 (20 mg), followed by the dropwise addition of benzyl bromide (6 mmol) at a temperature of less than 40 °C. The reaction mixture was stirred at room temperature for 2 hours. After completion of the reaction, the mixture was poured into ice water (10 mL) and extracted with diethyl ether. The organic phase was washed sequentially with water and sodium hydroxide solution, dried and concentrated to give 4-benzyloxy-3-ethoxybenzaldehyde (18) (1.1 g, 85% yield). Referring to the synthesis of compounds 11-16, compound 18 was reacted with locustine to produce 14-(4-(benzyloxy)-3-ethoxybenzylidene)locustine (20) (120 mg, 30% yield).

References

[1] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 5, p. 1495 - 1497
[2] Patent: EP1577290, 2005, A1. Location in patent: Page/Page column 95
[3] Patent: EP1640360, 2006, A1. Location in patent: Page/Page column 59

4-BENZYLOXY-3-ETHOXYBENZALDEHYDE Preparation Products And Raw materials

Raw materials

Preparation Products

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4-BENZYLOXY-3-ETHOXYBENZALDEHYDE Suppliers

J & K SCIENTIFIC LTD.
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