6-CYANO-TRANS-3-BROMO-3,4-DIHYDRO-2,2-DIMETHYL-2H-BENZO-[B]-PYRAN-4-OL

Base Information

• Chemical Name: 6-CYANO-TRANS-3-BROMO-3,4-DIHYDRO-2,2-DIMETHYL-2H-BENZO-[B]-PYRAN-4-OL
• CAS No.: 65018-89-5
• Molecular Formula: C12H12BrNO2
• Molecular Weight: 282.13300
• Mol file: 65018-89-5.mol

Synonyms:trans-3-bromo-6-cyano-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-ol;trans-3-bromo-3,4-dihydro-4-hydroxy-2,2-dimethyl-2H-chromene-6-carbonitrile;

Chemical Property of 6-CYANO-TRANS-3-BROMO-3,4-DIHYDRO-2,2-DIMETHYL-2H-BENZO-[B]-PYRAN-4-OL

Chemical Property:

• PSA: 53.25000
• LogP: 2.52618
• Solubility.: Acetone, Dichloromethane, Ethyl Acetate

Purity/Quality:

97% ^*data from raw suppliers

6-Cyano-trans-3-bromo-3,4-dihydro-2,2-dimethyl-2H-benzo-[b]-pyran-4-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 6-Cyano-trans-3-bromo-3,4-dihydro-2,2-dimethyl-2H-benzo-[b]-pyran-4-ol (cas# 65018-89-5) is a compound useful in organic synthesis.

Technology Process of 6-CYANO-TRANS-3-BROMO-3,4-DIHYDRO-2,2-DIMETHYL-2H-BENZO-[B]-PYRAN-4-OL

There total 2 articles about 6-CYANO-TRANS-3-BROMO-3,4-DIHYDRO-2,2-DIMETHYL-2H-BENZO-[B]-PYRAN-4-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:

6-cyano-2,2-dimethylchromene (33143-29-2) → trans-3-bromo-3,4-dihydro-4-hydroxy-2,2-dimethyl-2H-chromene-6-carbonitrile (65018-89-5)

Guidance literature:

With N-Bromosuccinimide; water; In dimethyl sulfoxide; for 0.5h;

DOI:10.1021/jm00365a007

Reference yield:

4-[(1,1-Dimethyl-2-propynyl)oxy]benzonitrile (33143-92-9) → trans-3-bromo-3,4-dihydro-4-hydroxy-2,2-dimethyl-2H-chromene-6-carbonitrile (65018-89-5)

Guidance literature:

Multi-step reaction with 2 steps

1: various solvent(s) / Heating

2: N-bromosuccinimide (NBS), H₂O / dimethylsulfoxide / 0.5 h

With N-Bromosuccinimide; water; In dimethyl sulfoxide;

DOI:10.1021/jm00365a007

Reference yield: 40.0%

trans-3-bromo-3,4-dihydro-4-hydroxy-2,2-dimethyl-2H-chromene-6-carbonitrile (65018-89-5) + 3-(4-chlorophenyl)-4-(4-methylphenylsulphonyl)pyrazole (140614-07-9) → (+/-)-trans-3,4-dihydro-3,4-dihydroxy-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile (127486-48-0) + 3-[3-(4-Chloro-phenyl)-4-(toluene-4-sulfonyl)-pyrazol-1-yl]-2-isopropyl-benzofuran-5-carbonitrile (140614-04-6)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at 100 ℃; for 20h;

DOI:10.1016/S0040-4039(00)91873-2

upstream raw materials:

6-cyano-2,2-dimethylchromene

4-[(1,1-Dimethyl-2-propynyl)oxy]benzonitrile

Downstream raw materials:

(4S*,5aS*,11bS*)-5a-hydroxy-6,6-dimethyl-4-phenyl-5a,11b-dihydro-4H,6H-pyrrolo<1',2':4,5>oxazino<2,3-c>chromene-10-carbonitrile

6,6-dimethyl-4-phenyl-5a,11b-dihydro-4H,6H-pyrrolo<1',2':4,5>oxazino<2,3-c>chromene-10-carbonitrile

(+/-)-trans-3,4-dihydro-3,4-dihydroxy-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile

3-[3-(4-Chloro-phenyl)-4-(toluene-4-sulfonyl)-pyrazol-1-yl]-2-isopropyl-benzofuran-5-carbonitrile

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