6-Fluorochroman-8-ol

Base Information

• Chemical Name: 6-Fluorochroman-8-ol
• CAS No.: 188826-25-7
• Molecular Formula: C₉H₉FO₂
• Molecular Weight: 168.168
• DSSTox Substance ID: DTXSID20457532
• Nikkaji Number: J1.204.377E
• Wikidata: Q82280404
• Mol file: 188826-25-7.mol

Synonyms:6-fluorochroman-8-ol;188826-25-7;6-fluoro-3,4-dihydro-2H-chromen-8-ol;SCHEMBL7489213;DTXSID20457532;AKOS006285271;AB43950;6-FLUORO-3,4-DIHYDRO-2H-1-BENZOPYRAN-8-OL

Chemical Property of 6-Fluorochroman-8-ol

Chemical Property:

• PSA: 29.46000
• LogP: 1.85630
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 168.05865769
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

98%min ^*data from raw suppliers

6-FLUOROCHROMAN-8-OL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C(=CC(=C2)F)O)OC1

Technology Process of 6-Fluorochroman-8-ol

There total 4 articles about 6-Fluorochroman-8-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: 79.0%

benzyl-[4-(1H-indol-3-yl)butyl]-[2-(2-methoxyphenoxy)ethyl]amine (245762-25-8) → 6-fluoro-8-hydroxychroman (188826-25-7)

Guidance literature:

benzyl-[4-(1H-indol-3-yl)butyl]-[2-(2-methoxyphenoxy)ethyl]amine; With 6,6'-di-tert-butyl-4,4'-thiodi-o-cresol; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 16h; Heating;

With sodium hydroxide; In ethanol; at 20 ℃; for 3h;

DOI:10.1021/jm0304010

Reference yield:

6-fluoro-4-chromanone (66892-34-0) → 6-fluoro-8-hydroxychroman (188826-25-7)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂, AcOH / Pd/C / 760 Torr / Ambient temperature

2: 98 percent / AlCl₃ / 1,2-dichloro-ethane / 1 h / -10 °C

3: 1.) m-chloroperbenzoic acid, trifluoroacetic acid, 2.) aq. NaOH / 1.) CH₂Cl₂, RT, 14 h, 2.) MeOH, RT, 1 h

With sodium hydroxide; aluminium trichloride; hydrogen; acetic acid; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; palladium on activated charcoal; In 1,2-dichloro-ethane;

DOI:10.1021/jm960760d

Reference yield:

6-fluorochroman (82070-01-7) → 6-fluoro-8-hydroxychroman (188826-25-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / AlCl₃ / 1,2-dichloro-ethane / 1 h / -10 °C

2: 1.) m-chloroperbenzoic acid, trifluoroacetic acid, 2.) aq. NaOH / 1.) CH₂Cl₂, RT, 14 h, 2.) MeOH, RT, 1 h

With sodium hydroxide; aluminium trichloride; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In 1,2-dichloro-ethane;

DOI:10.1021/jm960760d

upstream raw materials:

8-acetyl-6-fluorochroman

benzyl-[4-(1H-indol-3-yl)butyl]-[2-(2-methoxyphenoxy)ethyl]amine

6-fluoro-4-chromanone

6-fluorochroman

Refernces

• 1、 Mewshaw, Richard E.,Zhou, Dahui,Zhou, Ping,Shi, Xiaojie,Hornby, Geoffrey,Spangler, Taylor,Scerni, Rosemary,Smith, Deborah,Schechter, Lee E.,Andree, Terrance H.. "Studies toward the discovery of the next generation of antidepressants. 3. Dual 5-HT1A and serotonin transporter affinity within a class of N-aryloxyethylindolylalkylamines". . p. 3823 - 3842. Retrieved 2007/10/03.