(+/-)-1-(1,3-Benzodioxol-5-yl)-2-broMo-1-pentanone

Base Information

• Chemical Name: (+/-)-1-(1,3-Benzodioxol-5-yl)-2-broMo-1-pentanone
• CAS No.: 146721-06-4
• Molecular Formula: C12H13BrO3
• Molecular Weight: 285.137
• Mol file: 146721-06-4.mol

Synonyms:(+/-)-1-(1,3-Benzodioxol-5-yl)-2-broMo-1-pentanone;1-Pentanone, 1-(1,3-benzodioxol-5-yl)-2-broMo-

Chemical Property of (+/-)-1-(1,3-Benzodioxol-5-yl)-2-broMo-1-pentanone

Chemical Property:

• Boiling Point: 369.7±42.0 °C(Predicted)
• PSA: 35.53000
• Density: 1.460±0.06 g/cm3(Predicted)
• LogP: 3.16160
• Solubility.: Chloroform,

Purity/Quality:

98%Min ^*data from raw suppliers

(+/-)-1-(1,3-Benzodioxol-5-yl)-2-bromo-1-pentanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Intermediate in the preparation of Sesquilignan analogs.

Technology Process of (+/-)-1-(1,3-Benzodioxol-5-yl)-2-broMo-1-pentanone

There total 9 articles about (+/-)-1-(1,3-Benzodioxol-5-yl)-2-broMo-1-pentanone 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: 89.0%

1-(benzo[d]-1,3-dioxol-5-yl)pentan-1-one (63740-98-7) → (+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane (146721-06-4)

Guidance literature:

With bromine; acetic acid; at 20 ℃; for 2h;

Reference yield: 82.0%

(+/-)-(1R*,2R*/S*)-2-bromo-1-hydroxy-1-(3,4-methylenedioxyphenyl)pentane → (+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane (146721-06-4)

Guidance literature:

With jones reagent; In acetone; at 0 ℃; for 0.25h;

Reference yield:

piperonal (120-57-0,30024-74-9) → (+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane (146721-06-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) NaH / 1) DMSO, r.t., 15 min, 2) THF, r.t., 2 h

2: 98 percent / N-bromosuccinimide, H₂O / dimethylsulfoxide / 0.25 h / Ambient temperature

3: 82 percent / Jones reagent / acetone / 0.25 h / 0 °C

With N-Bromosuccinimide; jones reagent; water; sodium hydride; In dimethyl sulfoxide; acetone;

upstream raw materials:

piperonal

(Z)-1-(3,4-methylenedioxyphenyl)-1-pentene

1-(benzo[d]-1,3-dioxol-5-yl)pentan-1-one

1-(benzo[d][1,3]dioxol-5-yl)pentan-1-ol

Downstream raw materials:

MDPV

(R/S)-1-((benzo[d][1,3]dioxol-5-yl)-2-(pyrrolidin-1-yl)pentan-1-one) hydrochloride

Refernces

• 1、 Benturquia, Nadia,Chevillard, Lucie,Poiré, Christophe,Roussel, Olivier,Cohier, Camille,Declèves, Xavier,Laplanche, Jean-Louis,Etheve-Quelquejeu, Mélanie,Chen, Huixiong,Mégarbane, Bruno. "Is the 3,4-methylendioxypyrovalerone/mephedrone combination responsible for enhanced stimulant effects? A rat study with investigation of the effect/concentration relationships". . p. 891 - 901. Retrieved 2018/07/13.
• 2、 Suzuki, Masaki,Deschamps, Jeffrey R.,Jacobson, Arthur E.,Rice, Kenner C.. "Chiral resolution and absolute configuration of the enantiomers of the psychoactive designer drug 3,4-methylenedioxypyrovalerone". . p. 287 - 293. Retrieved 2015/03/30.