(R)-2-(bromomethyl)-2,3-dihydrobenzo[b][1,4]dioxine

Base Information

• Chemical Name: (R)-2-(bromomethyl)-2,3-dihydrobenzo[b][1,4]dioxine
• CAS No.: 1142953-55-6
• Molecular Formula: C9H9BrO2
• Molecular Weight: 229.07
• Hs Code.: 2934999090
• European Community (EC) Number: 824-767-3
• UNII: TN52H68P6D
• Mol file: 1142953-55-6.mol

Synonyms:(R)-2-(bromomethyl)-2,3-dihydrobenzo[b][1,4]dioxine;1142953-55-6;(3R)-3-(bromomethyl)-2,3-dihydro-1,4-benzodioxine;1,4-Benzodioxin, 2-(bromomethyl)-2,3-dihydro-, (2R)-;TN52H68P6D;(-)-2-Bromomethyl-1,4-benzodioxane;2-Bromomethyl-1,4-benzodioxane, (R)-;(R)-2-(Bromomethyl)-2,3-dihydrobenzo(b)(1,4)dioxine;UNII-TN52H68P6D;SCHEMBL15864850;MFCD12756174;AKOS017342824;AS-49459;CS-0060603;I10587;A1-23318

Chemical Property of (R)-2-(bromomethyl)-2,3-dihydrobenzo[b][1,4]dioxine

Chemical Property:

• Boiling Point: 288.3±19.0 °C(Predicted)
• PSA: 18.46000
• Density: 1.501±0.06 g/cm3(Predicted)
• LogP: 2.22130
• Storage Temp.: 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 227.97859
• Heavy Atom Count: 12
• Complexity: 152

Purity/Quality:

98%min ^*data from raw suppliers

(R)-2-(Bromomethyl)-2,3-dihydrobenzo[b][1,4]dioxine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(OC2=CC=CC=C2O1)CBr
• Isomeric SMILES: C1[C@@H](OC2=CC=CC=C2O1)CBr

Technology Process of (R)-2-(bromomethyl)-2,3-dihydrobenzo[b][1,4]dioxine

There total 2 articles about (R)-2-(bromomethyl)-2,3-dihydrobenzo[b][1,4]dioxine 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: 58.0%

(S)-2-hydroxymethyl-1,4-benzodioxane (98572-00-0) → (R)-2-(bromomethyl)-2,3-dihydrobenzo [b][1,4] dioxine (1142953-55-6)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0 - 20 ℃; for 2.5h;

Reference yield:

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → (R)-2-(bromomethyl)-2,3-dihydrobenzo [b][1,4] dioxine (1142953-55-6)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 60 °C

2: triphenylphosphine; carbon tetrabromide / dichloromethane / 2.5 h / 0 - 20 °C

With carbon tetrabromide; potassium carbonate; triphenylphosphine; In dichloromethane; N,N-dimethyl-formamide;

Reference yield:

(R)-2-(bromomethyl)-2,3-dihydrobenzo [b][1,4] dioxine (1142953-55-6) + N-(2-(benzyloxy)pyridin-3-yl)-4-(piperazin-1-yl)-1,2,5-thiadiazol-3-amine trifluoroacetate → (S)-N-(2-(benzyloxy)pyridin-3-yl)-4-(4-((2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methyl)piperazin-1-yl)-1,2,5-thiadiazol-3-amine hydrochloride

Guidance literature:

With potassium carbonate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 120 ℃; for 4h; Inert atmosphere; Sealed tube; Microwave irradiation;

upstream raw materials:

(S)-2-hydroxymethyl-1,4-benzodioxane

benzene-1,2-diol

Refernces

• 1、 Dounay, Amy B.,Barta, Nancy S.,Bikker, Jack A.,Borosky, Susan A.,Campbell, Brian M.,Crawford, Terry,Denny, Lynne,Evans, Lori M.,Gray, David L.,Lee, Pil,Lenoir, Edward A.,Xu, Wenjian. "Synthesis and pharmacological evaluation of aminopyrimidine series of 5-HT1A partial agonists". scheme or table. p. 1159 - 1163. Retrieved 2009/08/07.