3-Benzyloxy-4-methoxybenzaldehyde

Base Information

• Chemical Name: 3-Benzyloxy-4-methoxybenzaldehyde
• CAS No.: 6346-05-0
• Molecular Formula: C15H14 O3
• Molecular Weight: 242.274
• Hs Code.: 29124990
• European Community (EC) Number: 228-752-7
• NSC Number: 196547,43750
• UNII: 6RT2M9C3XZ
• DSSTox Substance ID: DTXSID10212879
• Nikkaji Number: J71.680D
• Wikidata: Q72442354
• Mol file: 6346-05-0.mol

Synonyms:3-Benzyloxy-4-methoxybenzaldehyde;6346-05-0;3-(Benzyloxy)-4-methoxybenzaldehyde;O-Benzylisovanillin;4-methoxy-3-phenylmethoxybenzaldehyde;Benzaldehyde, 4-methoxy-3-(phenylmethoxy)-;Benzylisovanillin;4-methoxy-3-(phenylmethoxy)benzaldehyde;NSC 43750;4-methoxy-3-benzyloxybenzaldehyde;EINECS 228-752-7;MFCD00003386;NSC-43750;NSC 196547;NSC-196547;BENZYL ISO-VANILLIN;3-benzyloxy-4-methoxy-benzaldehyde;Isovanillin benzyl ether;CBMicro_005957;3-Benzyloxy-p-anisaldehyde;Cambridge id 5555561;6RT2M9C3XZ;Oprea1_295073;Oprea1_544302;SCHEMBL752160;3-benzyloxy-4methoxybenzaldehyde;3-benzyloxy4-methoxybenzaldehyde;VQVQZFHUXRSRBZ-UHFFFAOYSA-;DTXSID10212879;3-benzyloxy-4-methoxy benzaldehyde;NSC43750;SMSF0006141;3-phenylmethoxy-4-methoxybenzaldehyde;BBL023560;NSC196547;STK401495;4-methoxy-3-phenylmethoxy-benzaldehyde;AKOS000104783;Benzaldehyde, 5-benzyloxy-4-methoxy-;AM83131;CB08127;CS-W012779;PS-4713;3-Benzyloxy-4-methoxybenzaldehyde, 98%;Benzaldehyde, 3-(benzyloxy)-4-methoxy-;4-methoxy-3-(phenyl-methoxy)benzaldehyde;AC-14434;BP-12375;BIM-0005939.P001;B2885;FT-0615099;EN300-15510;A817183;A834393;AE-508/13039188;W-104911;Z25631636;F2109-0011

Chemical Property of 3-Benzyloxy-4-methoxybenzaldehyde

Chemical Property:

• Appearance/Colour: Slightly yellow solid.
• Melting Point: 60-64 ºC
• Refractive Index: 1.5570 (estimate)
• Boiling Point: 120 °C / 5mmHg
• PSA: 35.53000
• Density: 1.1515 (rough estimate)
• LogP: 3.08670
• Storage Temp.: Store below +30°C.
• Sensitive.: Air Sensitive
• Solubility.: Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 242.094294304
• Heavy Atom Count: 18
• Complexity: 248

Purity/Quality:

98%,99%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C=O)OCC2=CC=CC=C2
• Uses: 3-Benzyloxy-4-methoxybenzaldehyde was used in the synthesis of (+)-9-benzyloxy-α-dihydrotetrabenazine. It was also used in total synthesis of (-)-galipeine.

Technology Process of 3-Benzyloxy-4-methoxybenzaldehyde

There total 16 articles about 3-Benzyloxy-4-methoxybenzaldehyde 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: 100.0%

isovanillin (621-59-0) + benzyl chloride (100-44-7) → 3-benzyloxy-4-methoxybenzaldehyde (6346-05-0)

Guidance literature:

With potassium carbonate; sodium iodide; In ethanol; for 4.5h; Heating;

DOI:10.1139/v92-267

Reference yield: 100.0%

isovanillin (621-59-0) + benzyl bromide (100-39-0) → 3-benzyloxy-4-methoxybenzaldehyde (6346-05-0)

Guidance literature:

With potassium carbonate; In methanol; for 4h; Reflux;

DOI:10.1016/j.tetlet.2011.06.112

Reference yield: 98.0%

3-(benzyloxy)-2-bromo-4-methoxybenzaldehyde (38849-38-6) → 3-benzyloxy-4-methoxybenzaldehyde (6346-05-0)

Guidance literature:

With potassium carbonate; butan-1-ol; palladium diacetate; triphenylphosphine; at 100 ℃; for 1h;

DOI:10.1016/j.tet.2007.03.061

upstream raw materials:

isovanillin

benzyl chloride

benzyl bromide

3-benzyloxy-4-hydroxybenzaldehyde

Downstream raw materials:

(3-benzyloxy-4-methoxy-benzylidene)-(2-[2]furyl-ethyl)-amine

3-benzyloxy-4-methoxy-benzyl alcohol

3-benzyloxy-2'-hydroxy-4,4',6'-trimethoxy-trans-chalcone

(E)-2-(benzyloxy)-1-methoxy-4-(2-nitrovinyl)benzene

Refernces

• 1、 Chen, Yuwen,Huang, Yulan,Jiao, Wei,Li, Fu,Li, Suiyan,Li, Wenhua,Lin, Yuan,Liu, Wanli,Ma, Yuling,Sheng, Yuwen,Suksamrarn, Apichart,Wang, Fei,Wang, Jing,Wei, Xiao,Wisanwattana, Wisanee,Wu, Wenbi,Zeng, Zhongqiu,Zhang, Guolin,Zhang, Jichao,Zhu, Qiyu. "Identification of Pyruvate Carboxylase as the Cellular Target of Natural Bibenzyls with Potent Anticancer Activity against Hepatocellular Carcinoma via Metabolic Reprogramming". . . Retrieved 2022/01/03.
• 2、 Du, Guangying,Tian, Jingwei,Wang, Hongbo,Wang, Wenyan,Yang, Yifei,Ye, Liang,Yu, Dawei,Zhang, Rui,Zhu, Xiaoyin,Zou, Fangxia. "Synthesis and analysis of dihydrotetrabenazine derivatives as novel vesicular monoamine transporter 2 inhibitors". . . Retrieved 2021/07/31.