5-Phenyltetrahydrofuran-2-ol

Base Information

• Chemical Name: 5-Phenyltetrahydrofuran-2-ol
• CAS No.: 36866-66-7
• Molecular Formula: C10H12O2
• Molecular Weight: 164.204
• DSSTox Substance ID: DTXSID40455717
• Nikkaji Number: J393.327J
• Mol file: 36866-66-7.mol

Synonyms:5-Phenyltetrahydrofuran-2-ol;5-phenyloxolan-2-ol;36866-66-7;2-Furanol, tetrahydro-5-phenyl-;SCHEMBL15481911;DTXSID40455717;BJKMPNLQUAQDTO-UHFFFAOYSA-N;SB46094

Chemical Property of 5-Phenyltetrahydrofuran-2-ol

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 164.083729621
• Heavy Atom Count: 12
• Complexity: 141

Purity/Quality:

≥99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(OC1C2=CC=CC=C2)O

Technology Process of 5-Phenyltetrahydrofuran-2-ol

There total 37 articles about 5-Phenyltetrahydrofuran-2-ol 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: 99.0%

(Z)-4-hydroxy-4-phenylbut-1-enyl acetate (1229893-66-6) → 5-phenyloxolan-2-ol (36866-66-7)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1021/ja910057g

Reference yield: 96.0%

4,5-dihydro-5-phenyl-2(3H)-furanone (1008-76-0) → 5-phenyloxolan-2-ol (36866-66-7)

Guidance literature:

4,5-dihydro-5-phenyl-2(3H)-furanone; With polymethylhydrosiloxane; (η(5)-C5H5)2Ti(OC6H4Cl-p)2; tetrabutylammonium fluoride on alumina; In toluene; at 20 ℃;

With sodium hydroxide; In tetrahydrofuran; toluene; at 20 ℃; for 1h;

DOI:10.1021/jo971560s

Reference yield: 90.0%

(E)-1-phenyl-4-isopropoxydimethylsilyl-3-buten-1-ol O-trimethylsilyl ether (119135-31-8) → 5-phenyloxolan-2-ol (36866-66-7)

Guidance literature:

With potassium fluoride; dihydrogen peroxide; potassium hydrogencarbonate; In tetrahydrofuran; methanol; for 18h; Ambient temperature;

DOI:10.1016/S0040-4020(01)86651-5

upstream raw materials:

2-Phenyl-4-hydroxy-butyraldehyd

4,5-dihydro-5-phenyl-2(3H)-furanone

1-phenylbut-3-yn-1-ol

trans-1-Phenyl-2-buten-1,4-diol

Downstream raw materials:

(E)-5-cyclopropyl-1-phenylpent-4-en-1-ol

(E)-methyl 6-hydroxy-6-phenylhex-2-enoate

Refernces

• 1、 Egami, Hiromichi,Shimizu, Hideki,Katsuki, Tsutomu. "Aerobic oxidation of primary alcohols in the presence of activated secondary alcohols". . p. 783 - 786. Retrieved 2005.
• 2、 -. "SYNTHETIC INTERMEDIATE OF 1-(2-DEOXY-2-FLUORO-4-THIO-?-D-ARABINOFURANOSYL)CYTOSINE, SYNTHETIC INTERMEDIATE OF THIONUCLEOSIDE, AND METHOD FOR PRODUCING THE SAME". Paragraph 1946-1949. . Retrieved 2015/06/10.
• 3、 Zhao, Wanxiang,Li, Zigang,Sun, Jianwei. "A new strategy for efficient synthesis of medium and large ring lactones without high dilution or slow addition". supporting information. p. 4680 - 4683. Retrieved 2013/05/09.