4-Vinyl-2,3-dihydrobenzofuran

Base Information

• Chemical Name: 4-Vinyl-2,3-dihydrobenzofuran
• CAS No.: 230642-84-9
• Molecular Formula: C10H10O
• Molecular Weight: 146.189
• Hs Code.: 2932990090
• DSSTox Substance ID: DTXSID20466043
• Nikkaji Number: J1.330.906J
• Wikidata: Q72516353
• Mol file: 230642-84-9.mol

Synonyms:4-Vinyl-2,3-dihydrobenzofuran;230642-84-9;4-Ethenyl-2,3-dihydro-1-benzofuran;4-ethenyl-2,3-dihydrobenzofuran;Benzofuran, 4-ethenyl-2,3-dihydro-;SCHEMBL334471;4-vinyl-2 U3-dihydrobenzofurane;AMY6929;DTXSID20466043;WLZOPMPOGRQZCJ-UHFFFAOYSA-N;BCP28634;MFCD09030659;AKOS006288124;AC-1886;DS-13677;CS-0033270;FT-0654054;A816548

Chemical Property of 4-Vinyl-2,3-dihydrobenzofuran

Chemical Property:

• Vapor Pressure: 0.048mmHg at 25°C
• Refractive Index: 1.6
• Boiling Point: 244.265 °C at 760 mmHg
• Flash Point: 95.024 °C
• PSA: 9.23000
• Density: 1.079 g/cm³
• LogP: 2.26450
• Storage Temp.: 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 146.073164938
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

99% ^*data from raw suppliers

4-Vinyl-2,3-dihydrobenzofuran ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC1=C2CCOC2=CC=C1
• Uses: 4-Vinyl-2,3-dihydrobenzofuran is an intermediate in the synthesis of tasimelteon (T007740). Tasimelteon is a novel drug, used in the treatment of non-24 hour sleep-wake disorder. It helps to correct the circadian rhythm disorder often seen in patients who are visually impaired.

Technology Process of 4-Vinyl-2,3-dihydrobenzofuran

There total 17 articles about 4-Vinyl-2,3-dihydrobenzofuran 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%

C17H18O4S (230642-83-8) → 4-ethenyl-2,3-dihydro-1-benzofuran (230642-84-9)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 0 - 20 ℃; for 3.83333h;

Reference yield: 95.3%

→ 4-ethenyl-2,3-dihydro-1-benzofuran (230642-84-9)

Guidance literature:

Reference yield: 87.2%

2,2'-(3-(phenylsulfonyloxy)-1,2-phenylene)bis-ethyl-bis(phenylsulfonate) → 4-ethenyl-2,3-dihydro-1-benzofuran (230642-84-9)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 0 - 5 ℃; for 9h; Inert atmosphere;

upstream raw materials:

tri-n-butyl(vinyl)tin

4-chloro-2,3-dihydro-1-benzofuran

2-(2,6-dichlorophenyl)ethan-1-ol

C₁₇H₁₈O₄S

Downstream raw materials:

1-(2,3-dihydrobenzofuran-4-yl)ethan-1-one

1-[(1R,2R)-2-(2,3-dihydro-1-benzofuran-4-yl)cyclopropyl]methanamine

[14C]-Tasimelteon

trans-[2-(2,3-dihydro-4-benzofuranyl)cyclopropyl]methanamine

Refernces

• 1、 -. "Tasimelteon intermediate and preparation method thereof". Paragraph 0098-0101. . Retrieved 2017/04/27.
• 2、 Mi, Senyang,Sun, Xinzhe,Wu, Chaogang,Zhang, Xingxian. "A facile and practical synthesis of (-)-tasimelteon". . p. 667 - 669. Retrieved 2016/11/18.