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146721-06-4

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Basic Information
CAS No.: 146721-06-4
Name: (+/-)-1-(1,3-Benzodioxol-5-yl)-2-broMo-1-pentanone
Article Data: 6
Molecular Structure:
Molecular Structure of 146721-06-4 ((+/-)-1-(1,3-Benzodioxol-5-yl)-2-broMo-1-pentanone)
Formula: C12H13BrO3
Molecular Weight: 285.137
Synonyms: (+/-)-1-(1,3-Benzodioxol-5-yl)-2-broMo-1-pentanone;1-Pentanone, 1-(1,3-benzodioxol-5-yl)-2-broMo-
Density: 1.460±0.06 g/cm3(Predicted)
Boiling Point: 369.7±42.0 °C(Predicted)
PSA: 35.53000
LogP: 3.16160
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Synthetic route
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1-(benzo[d]-1,3-dioxol-5-yl)pentan-1-one

146721-06-4

(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

Conditions
ConditionsYield
With bromine; acetic acid at 20℃; for 2h;89%
With bromine; acetic acid at 20℃; for 3h;87%
With aluminum (III) chloride; bromine In diethyl ether at 0 - 20℃; for 0.25h; Inert atmosphere;86%
With bromine In chloroform at 20℃;
With bromine; acetic acid In dichloromethane

(+/-)-(1R*,2R*/S*)-2-bromo-1-hydroxy-1-(3,4-methylenedioxyphenyl)pentane

146721-06-4

(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

Conditions
ConditionsYield
With jones reagent In acetone at 0℃; for 0.25h;82%
120-57-0

piperonal

alkali

alkali

146721-06-4

(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

Conditions
ConditionsYield
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
View Scheme
81392-98-5

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

146721-06-4

(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 98 percent / N-bromosuccinimide, H2O / dimethylsulfoxide / 0.25 h / Ambient temperature
2: 82 percent / Jones reagent / acetone / 0.25 h / 0 °C
View Scheme
120-57-0

piperonal

146721-06-4

(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: tetrahydrofuran / 0.5 h / 5 - 20 °C / Inert atmosphere
2: manganese(IV) oxide / chloroform; tetrahydrofuran / 1 h / Reflux
3: bromine / chloroform / 20 °C
View Scheme
5422-01-5

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

146721-06-4

(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: manganese(IV) oxide / chloroform; tetrahydrofuran / 1 h / Reflux
2: bromine / chloroform / 20 °C
View Scheme
4421-09-4

piperonylonitrile

146721-06-4

(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: magnesium / diethyl ether / 3 h / Inert atmosphere; Reflux
1.2: 4 h / Reflux
2.1: acetic acid; bromine / 3 h / 20 °C
View Scheme
274-09-9

Methylenedioxybenzene

146721-06-4

(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tin(IV) chloride / dichloromethane / 3 - 10 °C
2: bromine; acetic acid / dichloromethane
View Scheme
638-29-9

n-valeryl chloride

146721-06-4

(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tin(IV) chloride / dichloromethane / 3 - 10 °C
2: bromine; acetic acid / dichloromethane
View Scheme
40499-83-0

pyrrolidin-3-ol

146721-06-4

(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

1-(benzo[D][1,3]dioxol-5-yl)-2-(3-hydroxypyrrolidin-1-yl)-1-pentanone

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran Inert atmosphere;65%
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