4-methoxy-2,3-dihydro-1H-indole

Base Information

• Chemical Name: 4-methoxy-2,3-dihydro-1H-indole
• CAS No.: 7555-94-4
• Molecular Formula: C9H11NO
• Molecular Weight: 149.192
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10585691
• Nikkaji Number: J2.218.473C
• Wikidata: Q72489690
• Mol file: 7555-94-4.mol

Synonyms:4-methoxyindoline;4-methoxy-2,3-dihydro-1H-indole;7555-94-4;1H-Indole, 2,3-dihydro-4-methoxy-;SCHEMBL927341;DTXSID10585691;4_methoxy_23_dihydro_1H_indole;MIOTXFNRNVNXDP-UHFFFAOYSA-N;AMY15250;MFCD07371625;AKOS006285330;SB38597;BL002350;BS-24429;CS-0045053;4-Methoxy-2,3-dihydro-1H-indole, AldrichCPR;A21604;A1-00584;Q-102593

Chemical Property of 4-methoxy-2,3-dihydro-1H-indole

Chemical Property:

• Vapor Pressure: 0.004mmHg at 25°C
• Refractive Index: 1.546
• Boiling Point: 278.058°C at 760 mmHg
• PKA: 4.96±0.20(Predicted)
• Flash Point: 104.252°C
• PSA: 21.26000
• Density: 1.077g/cm³
• LogP: 1.80120
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 149.084063974
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

98%min ^*data from raw suppliers

4-methoxyindoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC2=C1CCN2

Technology Process of 4-methoxy-2,3-dihydro-1H-indole

There total 4 articles about 4-methoxy-2,3-dihydro-1H-indole 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%

4-methoxy-1H-indole (4837-90-5) → 4-methoxy-2,3-dihydro-1H-indole (7555-94-4)

Guidance literature:

With sodium cyanoborohydride; acetic acid;

DOI:10.1039/b504922a

Reference yield: 78.0%

o-methoxy-2-phenylethylamine (2045-79-6) → 4-methoxy-2,3-dihydro-1H-indole (7555-94-4)

Guidance literature:

With naphthalene-1,4-dicarbonitrile; oxygen; In methanol; Irradiation; or with 9,10-dihydroanthracene, MeCN;

DOI:10.1016/S0040-4039(00)98075-4

Reference yield: 72.0%

→ 4-methoxy-2,3-dihydro-1H-indole (7555-94-4)

Guidance literature:

With sodium cyanoborohydride; acetic acid; at 10 ℃; for 4h;

upstream raw materials:

o-methoxy-2-phenylethylamine

4-methoxy-1H-indole

1H-indol-4-ol

Downstream raw materials:

4-methoxy-7-nitrosoindole

1-[(S)-(4-amino-4-carboxybutanoyl)]-4-methoxy-7-nitroindoline

2-Hydroxy-3-(4-methoxyindolin-1-yl)-3-phenylpropanol

4-methoxy-1H-indole

Refernces

• 1、 Pedras, M. Soledade C.,Yaya, Estifanos E.. "Tenualexin, other phytoalexins and indole glucosinolates from wild cruciferous species". . p. 910 - 918. Retrieved 2014.
• 2、 Xie, Guilin,Zhao, Yuhan,Cai, Changqun,Deng, Guo-Jun,Gong, Hang. "Palladium-Catalyzed Direct and Specific C-7 Acylation of Indolines with 1,2-Diketones". supporting information. p. 410 - 415. Retrieved 2021/01/26.
• 3、 -. "mTORC1 MODULATORS". Paragraph 0602; 0610-0612; 0613. . Retrieved 2019/04/30.