• Name

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

• EINECS 200-533-0
• CAS No. 63740-98-7
• Article Data8
• CAS DataBase
• Density 1.135 g/cm³
• Solubility
• Melting Point
• Formula C₁₂H₁₄O₃
• Boiling Point 332.643 °C at 760 mmHg
• Molecular Weight 206.241
• Flash Point 146.089 °C
• Transport Information
• Appearance
• Safety
• Risk Codes
• Molecular Structure
• Hazard Symbols
• Synonyms 1-(1,3-Benzodioxol-5-yl)-1-Pentanone;1-(1,3-Benzodioxol-5-yl)pentan-1-one;
• PSA 35.53000
• LogP 2.78820

Synthetic route

109-65-9

1-bromo-butane

4421-09-4

piperonylonitrile

63740-98-7

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

Conditions

Conditions	Yield
Stage #1: 1-bromo-butane With magnesium In diethyl ether for 3h; Inert atmosphere; Reflux; Stage #2: piperonylonitrile In toluene for 4h; Reflux;	68%

201230-82-2

carbon monoxide

1461-25-2

tetra-n-butyltin(IV)

109586-40-5

1,3-dihydroisobenzofuran-5-yl trifluoromethanesulfonate

63740-98-7

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

Conditions

Conditions	Yield
With 2,6-di-tert-butyl-4-methyl-phenol; 4 Angstroem molecular sive; lithium chloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In N,N-dimethyl-formamide at 110℃; under 760 Torr; for 44h;	65%

...Expand

1461-25-2

tetra-n-butyltin(IV)

109586-40-5

1,3-dihydroisobenzofuran-5-yl trifluoromethanesulfonate

63740-98-7

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

Conditions

Conditions	Yield
With LiCl; CO; dichloro{1,1'-bis(diphenylphosphino)ferrocene}palladium(II) In N,N-dimethyl-formamide the triflate and the stannane in DMF contg. the Pd catalyst and LiCl heated at 110°C under 1 atm CO for 44 h; cooled to room temp., dild. with ether, filtered, filtrate washed with water and satd. NaCl soln., dried, concd., chromd. (flash column, hexanes/EtOAc);	65%

274-09-9

Methylenedioxybenzene

638-29-9

n-valeryl chloride

63740-98-7

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

Conditions

Conditions	Yield
With tin(IV) chloride In dichloromethane at 10 - 15℃; for 0.25h;	64%
With tin(IV) chloride In dichloromethane at 3 - 10℃;

109-72-8, 29786-93-4

n-butyllithium

124-38-9

carbon dioxide

17680-04-5

(3,4-methylenedioxy)phenylmagnesium bromide

63740-98-7

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

Conditions

Conditions	Yield
Stage #1: (3,4-methylenedioxy)phenylmagnesium bromide With iodine; lithium chloride In tetrahydrofuran Inert atmosphere; Cooling with ice; Stage #2: carbon dioxide In tetrahydrofuran at 20℃; under 5171.62 Torr; for 0.0166667h; Flow reactor; Stage #3: n-butyllithium Further stages;	62%

...Expand

7501-62-4

1,3-benzodioxol-5-yl--methanethione

Bu2CuLi

Bu2CuLi

63740-98-7

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

Conditions

Conditions	Yield
Stage #1: 1,3-benzodioxol-5-yl--methanethione With sodium iodide; Merrifield resin In water; N,N-dimethyl-formamide at 100℃; for 24h; Solid phase reaction; Stage #2: Bu2CuLi In tetrahydrofuran at -78℃; for 5h; Solid phase reaction;	53%

120-57-0

piperonal

63740-98-7

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

Conditions

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

5422-01-5

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

63740-98-7

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

Conditions

Conditions	Yield
With manganese(IV) oxide In tetrahydrofuran; chloroform for 1h; Reflux;	55.9 g
With potassium dichromate

63740-98-7

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

146721-06-4

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

Conditions

Conditions	Yield
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

63740-98-7

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

(RS)-1-(benzo[d][1,3]dioxol-5-yl)-2-((R)-3-hydroxypyrrolidin-1-yl)pentanone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: bromine; acetic acid / 2 h / 20 °C 2: potassium carbonate / acetonitrile / 20 °C / Inert atmosphere View Scheme

63740-98-7

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

C20H25NO7

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: bromine; acetic acid / 2 h / 20 °C 2: potassium carbonate / acetonitrile / 20 °C / Inert atmosphere 3: pyridine / 20 °C View Scheme

63740-98-7

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

1477611-87-2

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

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: bromine; aluminum (III) chloride / diethyl ether / 0.25 h / 0 - 20 °C / Inert atmosphere 2: sodium azide / methanol / 12 h / 20 °C 3: tin(II) chloride dihdyrate / ethanol / 2 h / 0 - 20 °C View Scheme

63740-98-7

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

1477462-91-1

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

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: bromine; aluminum (III) chloride / diethyl ether / 0.25 h / 0 - 20 °C / Inert atmosphere 2: sodium azide / methanol / 12 h / 20 °C 3: tin(II) chloride dihdyrate / ethanol / 2 h / 0 - 20 °C 4: hydrogenchloride / water View Scheme

63740-98-7

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

687603-66-3

3’,4’-methylenedioxy-α-pyrrolidinopentiophenone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: bromine / chloroform / 20 °C 2: diethyl ether / 0 - 20 °C View Scheme

63740-98-7

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

S-(-)-MDPV*(+)-BTA

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: bromine / chloroform / 20 °C 2: diethyl ether / 0 - 20 °C 3: acetone; diethyl ether View Scheme

63740-98-7

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

R-(+)-MDPV*(-)-BTA

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: bromine / chloroform / 20 °C 2: diethyl ether / 0 - 20 °C 3: acetone; diethyl ether 4: sodium carbonate / water View Scheme

63740-98-7

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

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

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: bromine / chloroform / 20 °C 2: diethyl ether / 0 - 20 °C 3: acetone; diethyl ether 4: sodium carbonate / water View Scheme

292638-84-7

styrene

63740-98-7

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

A

1-(4-phenethylbenzo[d][1,3]dioxol-5-yl)pentan-1-one

B

C20H22O3

Conditions

Conditions	Yield
With tri(m-chlorophenyl)-phosphine; neopentylmagnesium bromide; cobalt acetylacetonate In tetrahydrofuran at 20℃; for 12h; Schlenk technique; Inert atmosphere; Cooling with ice; Overall yield = 83 %; Overall yield = 77 mg; regioselective reaction;

...Expand

63740-98-7

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

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: acetic acid; bromine / 3 h / 20 °C 2: potassium carbonate / tetrahydrofuran / Inert atmosphere View Scheme

63740-98-7

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

C20H25NO7

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: acetic acid; bromine / 3 h / 20 °C 2: potassium carbonate / tetrahydrofuran / Inert atmosphere 3: pyridine / 5 h / 100 °C / Inert atmosphere View Scheme

63740-98-7

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

C24H28N2O9

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: acetic acid; bromine / 3 h / 20 °C 2: potassium carbonate / tetrahydrofuran / Inert atmosphere 3: pyridine / 5 h / 100 °C / Inert atmosphere 4: dicyclohexyl-carbodiimide / N,N-dimethyl-formamide / 20 °C / Inert atmosphere View Scheme

1-Pentanone,1-(1,3-benzodioxol-5-yl)- Specification