(3-Methoxyphenyl)acetaldehyde

Base Information

• Chemical Name: (3-Methoxyphenyl)acetaldehyde
• CAS No.: 65292-99-1
• Molecular Formula: C9H10O2
• Molecular Weight: 150.177
• Hs Code.: 2912499000
• Mol file: 65292-99-1.mol

Synonyms:Acetaldehyde,(m-methoxyphenyl)- (7CI);(3-Methoxyphenyl)acetaldehyde;(m-Methoxyphenyl)acetaldehyde;

Chemical Property of (3-Methoxyphenyl)acetaldehyde

Chemical Property:

• Boiling Point: 249.4 °C at 760 mmHg
• Flash Point: 108.1 °C
• PSA: 26.30000
• Density: 1.045 g/cm³
• LogP: 1.43660
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

99% ^*data from raw suppliers

(3-Methoxyphenyl)acetaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (3-Methoxyphenyl)acetaldehyde is used as a reagent in the synthesis of isoindoline-1,3-diones and 2,3-dihydrophthalazine-1,4-diones as novel B-Raf inhibitors. Also used in the preparation of fluorophenyl-containing piperidine carboxamides as novel antihypertensive agents.

Technology Process of (3-Methoxyphenyl)acetaldehyde

There total 21 articles about (3-Methoxyphenyl)acetaldehyde 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: 93.0%

2-(3-methoxyphenyl)-ethanol (5020-41-7) → 2-(3-methoxyphenyl)acetaldehyde (65292-99-1)

Guidance literature:

With Dess-Martin periodane; In dichloromethane;

DOI:10.1139/V09-036

Reference yield: 90.0%

2-(3-methoxyphenyl)-1-ethanamine (2039-67-0) → 2-(3-methoxyphenyl)acetaldehyde (65292-99-1)

Guidance literature:

With Halomonas elongata/Co imm pyridoxal phosphate; In toluene; at 37 ℃; for 0.25h; pH=7.5; Flow reactor; Enzymatic reaction;

DOI:10.1002/cbic.201900356

Reference yield: 80.0%

(methoxymethyl)triphenylphosphonium chloride (4009-98-7) + 3-methoxy-benzaldehyde (591-31-1) → 2-(3-methoxyphenyl)acetaldehyde (65292-99-1)

Guidance literature:

(methoxymethyl)triphenylphosphonium chloride; 3-methoxy-benzaldehyde; With potassium tert-butylate; In tetrahydrofuran; at -5 - 20 ℃; for 1h;

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 4h;

DOI:10.1016/j.tetlet.2011.04.050

upstream raw materials:

3-methoxyphenylacetonitrile

(3-methoxy-phenyl)-acetaldehyde-semicarbazone

2-(m-methoxyphenyl)oxirane

ethyl β-(m-methoxy)phenylglycidate

Downstream raw materials:

(3-methoxy-phenyl)-acetaldehyde-semicarbazone

3-(m-methoxyphenyl)propan-2-ol

1-methoxy-3-(3-methylbut-2-en-1-yl)benzene

7ξ-Hydroxy-3-methoxy-9,10-secoestra-1,3,5(10)-triene-9,17-dione

Refernces

• 1、 Okamura, Toshitaka,Koyamada, Kenta,Kanazawa, Junichiro,Miyamoto, Kazunori,Iwabuchi, Yoshiharu,Uchiyama, Masanobu,Kanoh, Naoki. "Synthetic Access to gem-Difluoropropargyl Vinyl Ethers and Their Application to Propargyl Claisen Rearrangement". . p. 1911 - 1924. Retrieved 2020/12/23.
• 2、 Li, Shenhuan,Li, Jie,Xia, Tianlai,Zhao, Wanxiang. "Stereoselective Synthesis of Vinylboronates by Rh-Catalyzed Borylation of Stereoisomeric Mixtures". supporting information. p. 462 - 468. Retrieved 2019/03/28.