6-Bromospiro[chroman-2,4'-piperidin]-4-one

Base Information

• Chemical Name: 6-Bromospiro[chroman-2,4'-piperidin]-4-one
• CAS No.: 690632-08-7
• Molecular Formula: C₁₃H₁₄BrNO₂
• Molecular Weight: 296.164
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID80383404
• Wikidata: Q82175097
• Mol file: 690632-08-7.mol

Synonyms:6-Bromospiro[chroman-2,4'-piperidin]-4-one;690632-08-7;6-bromospiro[3H-chromene-2,4'-piperidine]-4-one;6-bromo-3H-spiro[1-benzopyran-2,4'-piperidine]-4-one;6-bromospiro[chromane-2,4'-piperidin]-4-one;6-bromanylspiro[3~{H}-chromene-2,4'-piperidine]-4-one;SCHEMBL1268666;DTXSID80383404;HTOKNOIQHUEHNB-UHFFFAOYSA-N;6-bromo-3,4-dihydrospiro[1-benzopyran-2,4'-piperidine]-4-one;MFCD09262414;AKOS002674445;GS-4018;MB07213;CS-0187936;6-BROMOSPIRO[CHROMAN-2,4`-PIPERIDIN]-4-ONE

Chemical Property of 6-Bromospiro[chroman-2,4'-piperidin]-4-one

Chemical Property:

• Boiling Point: 436.3±45.0 °C(Predicted)
• PKA: 10.05±0.20(Predicted)
• Flash Point: 217.7oC
• PSA: 38.33000
• Density: 1.54±0.1 g/cm3(Predicted)
• LogP: 2.86530
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 295.02079
• Heavy Atom Count: 17
• Complexity: 315

Purity/Quality:

6-Bromospiro[chroman-2,4'-piperidin]-4-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCCC12CC(=O)C3=C(O2)C=CC(=C3)Br

Technology Process of 6-Bromospiro[chroman-2,4'-piperidin]-4-one

There total 3 articles about 6-Bromospiro[chroman-2,4'-piperidin]-4-one 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%

tert-butyl 6-bromo-4-oxo-3,4-dihydro-1'H-spiro[chromene-2,4'-piperidine]-1'-carboxylate (690632-38-3) → 6-bromospiro[chroman-2,4'-piperidin]-4-one (690632-08-7)

Guidance literature:

tert-butyl 6-bromo-4-oxo-3,4-dihydro-1'H-spiro[chromene-2,4'-piperidine]-1'-carboxylate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

With sodium hydroxide; In ethyl acetate;

Reference yield:

6-bromospiro[chroman-2,4'-piperidin]-4-one hydrochloride (921760-46-5) → 6-bromospiro[chroman-2,4'-piperidin]-4-one (690632-08-7)

Guidance literature:

With ammonia; In water; pH=~ 10;

Reference yield:

5-Bromo-2-hydroxyacetophenone (1450-75-5) → 6-bromospiro[chroman-2,4'-piperidin]-4-one (690632-08-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyrrolidine / methanol / 16 h / 80 °C

1.2: 16 h / 20 °C

2.1: sodium hydroxide / water / 0.5 h / 25 °C

With pyrrolidine; sodium hydroxide; In methanol; water;

upstream raw materials:

6-bromospiro[chroman-2,4'-piperidin]-4-one hydrochloride

tert-butyl 6-bromo-4-oxo-3,4-dihydro-1'H-spiro[chromene-2,4'-piperidine]-1'-carboxylate

5-Bromo-2-hydroxyacetophenone