4-(Benzyloxy)-3-hydroxybenzaldehyde

Base Information

• Chemical Name: 4-(Benzyloxy)-3-hydroxybenzaldehyde
• CAS No.: 4049-39-2
• Molecular Formula: C14H12 O3
• Molecular Weight: 228.247
• Hs Code.: 2912499000
• DSSTox Substance ID: DTXSID70340081
• Nikkaji Number: J474.477B
• Wikidata: Q82109532
• Mol file: 4049-39-2.mol

Synonyms:4049-39-2;4-(Benzyloxy)-3-hydroxybenzaldehyde;4-Benzyloxy-3-hydroxybenzaldehyde;3-Hydroxy-4-benzyloxy benzaldehyde;3-hydroxy-4-phenylmethoxybenzaldehyde;3-Hydroxy-4-benzyloxybenzaldehyde;MFCD03840812;3-Hydroxy-4-(phenylmethoxy)benzaldehyde;Benzaldehyde, 3-hydroxy-4-(phenylmethoxy)-;SCHEMBL1180820;4-benzoxy-3-hydroxybenzaldehyde;DTXSID70340081;4-Benzyloxy-5-hydroxybenzaldehyde;4-benzyloxy-3-hydroxy-benzaldehyde;3-Hydroxy-4-(benzyloxy)benzaldehyde;AKOS005067765;Benzaldehyde, 3-hydroxy-4-benzyloxy-;4-(Benzyloxy)-3-hydroxybenzaldehyde #;AB16660;DS-7062;AC-12541;SY252903;CS-0094204;FT-0635111;W16337;2H-Indol-2-one, 1,3-dihydro-5-hydroxy-1,3,3-trimethyl-

Chemical Property of 4-(Benzyloxy)-3-hydroxybenzaldehyde

Chemical Property:

• Vapor Pressure: 4.41E-07mmHg at 25°C
• Melting Point: 120 °C(Solv: ethanol (64-17-5))
• Refractive Index: 1.636
• Boiling Point: 403.3°Cat760mmHg
• PKA: 8.79±0.35(Predicted)
• Flash Point: 155.4°C
• PSA: 46.53000
• Density: 1.238g/cm³
• LogP: 2.78370
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 228.078644241
• Heavy Atom Count: 17
• Complexity: 236

Purity/Quality:

98%min ^*data from raw suppliers

4-Benzyloxy-3-hydroxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=C(C=C(C=C2)C=O)O
• Uses: 4-Benzyloxy-3-hydroxybenzaldehyde is useful for preparing quinazoline derivatives.

Technology Process of 4-(Benzyloxy)-3-hydroxybenzaldehyde

There total 19 articles about 4-(Benzyloxy)-3-hydroxybenzaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

C21H20N2O4S → 4-benzyloxy-3-hydroxy-benzaldehyde (4049-39-2)

Guidance literature:

With phosphoric acid; for 0.00277778h; microwave irradiation;

Reference yield: 93.0%

benzyl bromide (100-39-0) + 3,4-dihydroxybenzaldehyde (139-85-5) → 3,4-dibenzyloxybenzaldehyde (5447-02-9) + 4-benzyloxy-3-hydroxy-benzaldehyde (4049-39-2)

Guidance literature:

With potassium carbonate; potassium iodide; In acetone; for 72h; Inert atmosphere; Reflux;

DOI:10.1002/chem.201505118

Reference yield: 84.0%

3,4-dihydroxybenzaldehyde (139-85-5) + benzyl alcohol (100-51-6,185532-71-2) → 4-benzyloxy-3-hydroxy-benzaldehyde (4049-39-2)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; regioselective reaction;

DOI:10.1055/s-0030-1259031

upstream raw materials:

piperonal

sodium phenyl-methanolate

benzyl alcohol

benzyl chloride

Downstream raw materials:

(1'R,2'S)-4-benzyloxy-3-[2',3'-epoxy-1'-(3'',5''-dimethoxy-4''-methoxymethoxyphenyl)-propoxy]-benzaldehyde

(1'S,2'R)-4-benzyloxy-3-[2',3'-epoxy-1'-(3'',5''-dimethoxy-4''-methoxymethoxyphenyl)-propoxy]-benzaldehyde

4-(benzyloxy)-3-[(2R)-oxiran-2-ylmethoxy]benzaldehyde

4-(benzylbenzyloxy)-3-phenoxybenzaldehyde

Refernces

• 1、 -. "NOVEL BENZYLIDENEACETONE DERIVATIVE AND USE THEREOF". Paragraph 0136; 0140. . Retrieved 2020/06/23.
• 2、 Meibom, Daniel,Albrecht-Küpper, Barbara,Diedrichs, Nicole,Hübsch, Walter,Kast, Raimund,Kr?mer, Thomas,Krenz, Ursula,Lerchen, Hans-Georg,Mittendorf, Joachim,Nell, Peter G.,Süssmeier, Frank,Vakalopoulos, Alexandros,Zimmermann, Katja. "Neladenoson Bialanate Hydrochloride: A Prodrug of a Partial Adenosine A1 Receptor Agonist for the Chronic Treatment of Heart Diseases". supporting information. p. 728 - 737. Retrieved 2017/05/26.