4-(bromomethyl)benzo[d][1,3]dioxole

Base Information

• Chemical Name: 4-(bromomethyl)benzo[d][1,3]dioxole
• CAS No.: 101417-40-7
• Molecular Formula: C8H7BrO2
• Molecular Weight: 215.046
• Hs Code.: 2932999099
• Mol file: 101417-40-7.mol

Synonyms:4-(bromomethyl)benzo[d][1,3]dioxole

Chemical Property of 4-(bromomethyl)benzo[d][1,3]dioxole

Chemical Property:

• Melting Point: 62-62.5 °C(Solv: ethyl ether (60-29-7))
• Boiling Point: 274.8±19.0 °C(Predicted)
• PSA: 18.46000
• Density: 1.652±0.06 g/cm3(Predicted)
• LogP: 2.31020
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

4-(Bromomethyl)benzo[d][1,3]dioxole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(bromomethyl)benzo[d][1,3]dioxole

There total 5 articles about 4-(bromomethyl)benzo[d][1,3]dioxole 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: 91.0%

benzo[1,3]dioxol-4-yl-methanol (769-30-2) → 4-(bromomethyl)benzo[d][1,3]dioxole (101417-40-7)

Guidance literature:

With pyridine; phosphorus tribromide; In dichloromethane; at 20 ℃; for 6h;

Reference yield:

2H-benzo[d]1,3-dioxolane-4-carbaldehyde (7797-83-3) → 4-(bromomethyl)benzo[d][1,3]dioxole (101417-40-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / 1.) sodium borohydride,sodium hydroxide / methanol / 24 h / Ambient temperature

2: 91 percent / 1.) phosphorus tribrominde, pyridine / CH₂Cl₂ / 6 h / 20 °C

With pyridine; sodium hydroxide; sodium tetrahydroborate; phosphorus tribromide; In methanol; dichloromethane;

Reference yield:

methyl-2,3-dihydroxybenzoate (2411-83-8) → 4-(bromomethyl)benzo[d][1,3]dioxole (101417-40-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 3 h / 110 °C

2.1: sodium tetrahydroborate / tetrahydrofuran / 0.5 h / 65 °C

2.2: 4.5 h / Reflux

3.1: phosphorus tribromide / diethyl ether / 3 h / 0 °C

With sodium tetrahydroborate; phosphorus tribromide; caesium carbonate; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;

upstream raw materials:

benzo[1,3]dioxol-4-yl-methanol

2H-benzo[d]1,3-dioxolane-4-carbaldehyde

methyl-2,3-dihydroxybenzoate

2,3-Dihydroxybenzoic acid

Downstream raw materials:

[1,3]dioxolo[4,5-h]isoquino[2,1-b]isoquinolinylium; picrate

Refernces

• 1、 -. "Amide derivatives and their medical use". Paragraph 0064; 0072; 0073. . Retrieved 2018/04/21.
• 2、 Lingel, Andreas,Sendzik, Martin,Huang, Ying,Shultz, Michael D.,Cantwell, John,Dillon, Michael P.,Fu, Xingnian,Fuller, John,Gabriel, Tobias,Gu, Justin,Jiang, Xiangqing,Li, Ling,Liang, Fang,McKenna, Maureen,Qi, Wei,Rao, Weijun,Sheng, Xijun,Shu, Wei,Sutton, James,Taft, Benjamin,Wang, Long,Zeng, Jue,Zhang, Hailong,Zhang, Maya,Zhao, Kehao,Lindvall, Mika,Bussiere, Dirksen E.. "Structure-Guided Design of EED Binders Allosterically Inhibiting the Epigenetic Polycomb Repressive Complex 2 (PRC2) Methyltransferase". supporting information. p. 415 - 427. Retrieved 2017/04/26.