36865-41-5

Basic information

• Product Name: 1-Bromo-3-methoxypropane
• Synonyms: 3-METHOXYPROPYLBROMIDE;1-BROMO-3-METHOXYPROPANE;1-BROMO-3-METHOXYPROPANE 99%;3-BROMO-1-METHOXYPROPANE;3-Bromopropyl methyl ether;1-Bromo-3-methoxypropane ,98%;1-broMo-3-Methoxyproane;1-BroMo-3-Methoxypro
• CAS NO: 36865-41-5
• Molecular Formula: C₄H₉BrO
• Molecular Weight: 153.02
• Product Categories: Halides;Brinzolamide
• Mol File: 36865-41-5.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 132°C
• Flash Point: 30.6 °C
• Appearance: /
• Density: 1.36 g/cm3
• Vapor Pressure: 37.2mmHg at 25°C
• Refractive Index: 1.4450-1.4490
• Storage Temp.: Store below +30°C.
• CAS DataBase Reference: 1-Bromo-3-methoxypropane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Bromo-3-methoxypropane(36865-41-5)
• EPA Substance Registry System: 1-Bromo-3-methoxypropane(36865-41-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: 2344
• HazardClass: IRRITANT
• PackingGroup: Ⅲ
• Hazardous Substances Data: 36865-41-5(Hazardous Substances Data)

Usage

Chemical Properties

Colorless liquid

InChI:InChI=1/C4H9BrO/c1-6-4-2-3-5/h2-4H2,1H3

Synthetic route

trimethoxonium tetrafluoroborate (420-37-1) + 1-bromo-3-propanol (627-18-9) → 3-bromopropanol methyl ether (36865-41-5)

Conditions	Yield
In dichloromethane 1.) reflux, 2.) K2CO3, water;	58%

methoxypropanol (1589-49-7) → 3-bromopropanol methyl ether (36865-41-5)

Conditions	Yield
With N-Bromosuccinimide; triphenylphosphine at 25℃; for 16h;	51%
With bromine; triphenylphosphine In pyridine; dichloromethane for 2h;	50%
With phosphorus tribromide for 2h; Ambient temperature;	40%

diazomethane (186581-53-3, 908094-01-9) + 1-bromo-3-propanol (627-18-9) → 3-bromopropanol methyl ether (36865-41-5)

Conditions	Yield
With boron trifluoride diethyl etherate In diethyl ether at -10℃;	22%
With H(+)-zeolite-X In benzene at 25℃; for 0.5h;	89 % Chromat.

methanol (67-56-1) + 1,3-dibromo-propane (109-64-8) → 3-bromopropanol methyl ether (36865-41-5)

Conditions	Yield
With zinc(II) oxide at 100℃;

sodium methylate (124-41-4) + 1,3-dibromo-propane (109-64-8) → 3-bromopropanol methyl ether (36865-41-5)

Conditions	Yield
With methanol
With methanol

6-bromo-2-(3,4-difluorophenyl)-4H-benzo[1,4]oxazin-3-one + 3-bromopropanol methyl ether (36865-41-5) → C18H16BrF2NO3 (949008-25-7)

Conditions	Yield
With potassium carbonate In acetonitrile for 16h; Heating;	100%

6-bromo-2-(4-fluorophenyl)-4H-benzo[1,4]oxazin-3-one + 3-bromopropanol methyl ether (36865-41-5) → C18H17BrFNO3

Conditions	Yield
With potassium carbonate In acetonitrile for 14h; Heating;	100%

3-bromopropanol methyl ether (36865-41-5) → 3-methoxy-1-propanesulfonyl chloride (64297-55-8)

Conditions	Yield
Stage #1: 3-bromopropanol methyl ether With sodium sulfite In water for 24h; Heating / reflux; Stage #2: With trichlorophosphate at 80 - 100℃; for 7h;	100%

3-bromopropanol methyl ether (36865-41-5) + meta-nitrophenol (554-84-7) → 1-(3-methoxypropoxy)-3-nitrobenzene (1041399-44-3)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃;	100%
Stage #1: meta-nitrophenol With sodium hydride In N,N-dimethyl-formamide for 0.166667h; Stage #2: 3-bromopropanol methyl ether In N,N-dimethyl-formamide at 20℃; for 18.0833h;	83%

isovanillin (621-59-0) + 3-bromopropanol methyl ether (36865-41-5) → 4-methoxy-3-(3-methoxypropoxy)benzaldehyde (172900-75-3)

Conditions	Yield
With potassium carbonate In acetonitrile for 3h; Reflux;	100%
With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate In acetonitrile Reflux;	100%
With potassium carbonate In acetonitrile	95%

3-bromopropanol methyl ether (36865-41-5) + N-(2-(1,1-dioxido-4-thiomorpholinyl)ethyl)-2-nitrobenzenesulfonamide (1392314-22-5) → N-(2-(1,1-dioxido-4-thiomorpholinyl)ethyl)-N-(3-methoxypropyl)-2-nitrobenzenesulfonamide (1392314-27-0)

Conditions	Yield
Stage #1: N-(2-(1,1-dioxido-4-thiomorpholinyl)ethyl)-2-nitrobenzenesulfonamide With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 3-bromopropanol methyl ether With caesium carbonate In N,N-dimethyl-formamide at 20 - 70℃; for 73h;	100%

3-bromopropanol methyl ether (36865-41-5) + methyl 1-(5-chloro-2-hydroxybenzyl)-1H-indole-4-carboxylate (1428130-30-6) → C21H22ClNO4

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60℃;	100%

3-bromopropanol methyl ether (36865-41-5) + ethyl 9'-hydroxy-10'-methoxy-2'-oxo-2',7'-dihydrospiro[cyclopentane-1,6'-pyrido[2,1-a]isoquinoline]-3'-carboxylate → ethyl 10'-methoxy-9'-(3-methoxypropoxy)-2'-oxo-2',7'-dihydrospiro[cyclopentane-1,6'-pyrido[2,1-a]isoquinoline]-3'-carboxylate

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;	100%

3-bromopropanol methyl ether (36865-41-5) + (S)-tert-butyl (1-(6-chloro-5-hydroxy-2-iodopyridin-3-yl)-3,3-dimethylbutan-2-yl)carbamate → tert-butyl (S)-(1-(6-chloro-2-iodo-5-(3-methoxypropoxy)pyridin-3-yl)-3,3-dimethylbutan-2-yl)carbamate

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 3h;	100%

3-bromopropanol methyl ether (36865-41-5) + 5-bromo-2-iodo-phenol (858855-11-5) → 4-bromo-1-iodo-2-(3-methoxypropoxy)benzene

Conditions	Yield
With potassium carbonate In water; ethyl acetate; N,N-dimethyl-formamide	99.9%

3-bromopropanol methyl ether (36865-41-5) + 5-bromo-2-chlorophenol (183802-98-4) → 4-bromo-1-chloro-2-(3-methoxypropoxy)benzene (897954-59-5)

Conditions	Yield
With potassium carbonate In acetone at 50℃; for 15h; Solvent;	99.44%
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 16h;	91%
With potassium carbonate at 20℃; for 16h;	89.1%

3-bromopropanol methyl ether (36865-41-5) + 4-bromo-2-Hydroxybenzoic Acid Methylester (22717-56-2) → methyl 4-bromo-2-(3-methoxypropoxy)benzoate (1399849-96-7)

Conditions	Yield
With potassium carbonate In acetonitrile at 80℃; for 12h; Temperature;	99.3%
With potassium carbonate In acetonitrile at 80℃; for 12h;	99.3%

3-bromopropanol methyl ether (36865-41-5) + 5-bromo-2-methoxyphenol (37942-01-1) → 4-bromo-1-methoxy-2-(3-methoxypropoxy)benzene (173336-76-0)

Conditions	Yield
With potassium carbonate; potassium iodide In acetonitrile for 24h; Reflux;	99%
With potassium carbonate In N,N-dimethyl-formamide at 25℃; for 8h;	99.12%
With potassium carbonate In N,N-dimethyl-formamide	99%

2-pyrrole aldehyde (1003-29-8) + 3-bromopropanol methyl ether (36865-41-5) → 1-(3-methoxypropyl)-1H-pyrrole-2-carbaldehyde (869106-75-2)

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 16h;	99%
With sodium hydride In tetrahydrofuran for 4.25h; Inert atmosphere;	60%

4-carbethoxypiperidine (1126-09-6) + 3-bromopropanol methyl ether (36865-41-5) → ethyl 1-(3-methoxy-propyl)-piperidin-4-carboxylate (1249604-45-2)

Conditions	Yield
With caesium carbonate In acetonitrile for 4h; Reflux;	99%
With caesium carbonate In acetonitrile for 4h; Reflux;	99%
With potassium carbonate In acetonitrile at 25 - 85℃; for 7.5h; Inert atmosphere; Reflux; Large scale;	98.8%
With potassium carbonate In acetonitrile for 7.25h; Reflux;	90%

3-bromopropanol methyl ether (36865-41-5) + 4'-bromo-2'-hydroxyacetophenone (30186-18-6) → 1-(4-bromo-2-(3-methoxypropoxy)phenyl)ethanone (905831-23-4)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;	99%

3-bromopropanol methyl ether (36865-41-5) + 5-bromo-2-nitrophenol (27684-84-0) → 4-bromo-2-(3-methoxypropoxy)-1-nitrobenzene

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 50℃;	99%

3-bromopropanol methyl ether (36865-41-5) + N-(4-bromo-2-methoxyphenyl)acetamide (143360-01-4) → N-(4-bromo-2-methoxyphenyl)-N-(3-methoxypropyl)acetamide

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 12h;	99%

3-bromopropanol methyl ether (36865-41-5) + 2-(benzyloxy)-5-bromophenol (153241-03-3) → 1-(benzyloxy)-4-bromo-2-(3-methoxypropoxy)benzene

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 50℃;	98.1%
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 12h;	98.1%

3-bromopropanol methyl ether (36865-41-5) + triphenylphosphine (603-35-0) → (3-methoxypropyl)(triphenyl)phosphonium bromide (111088-69-8)

Conditions	Yield
In toluene at 150℃; for 44h;	98%
In toluene at 150℃; for 24h;	96.9%
In toluene at 150℃; for 16h; Inert atmosphere;	91%

3-bromopropanol methyl ether (36865-41-5) + tert-butyl isopropylidenecarbazate (16689-34-2) → N’isopropylidene-N-(3-methoxy-propyl)-hydrazinecarboxylic acid tert-butyl ester (950859-79-7)

Conditions	Yield
With potassium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In toluene at 50 - 80℃; for 3.75h;	98%
With tetra-(n-butyl)ammonium iodide; potassium hydroxide at 60℃;	70%

3-bromopropanol methyl ether (36865-41-5) + C13H14N2O5 (1251583-07-9) → C17H22N2O6 (1251583-09-1)

Conditions	Yield
Stage #1: C13H14N2O5 With caesium carbonate In dimethyl sulfoxide for 0.0833333h; Stage #2: 3-bromopropanol methyl ether In dimethyl sulfoxide at 20℃; for 18h;	98%

3-bromopropanol methyl ether (36865-41-5) + methyl 2-(2-(4-hydroxyphenyl)thiazol-4-yl)-2-methylpropanoate → methyl 2-(2-(4-(3-methoxypropoxy)phenyl)thiazol-4-yl)-2-methylpropanoate

Conditions	Yield
With potassium carbonate In acetone Reflux;	98%
With potassium carbonate In acetone Reflux;	98%
With potassium carbonate In acetone Reflux;	98%

3-bromopropanol methyl ether (36865-41-5) + 6-(4-bromophenyl)-4,4-dimethyl-4,5-dihydropyridazin-3(2H)-one → 6-(4-bromophenyl)-2-(3-methoxypropyl)-4,4-dimethyl-4,5-dihydropyridazin-3(2H)-one

Conditions	Yield
Stage #1: 6-(4-bromophenyl)-4,4-dimethyl-4,5-dihydropyridazin-3(2H)-one With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Stage #2: 3-bromopropanol methyl ether In tetrahydrofuran at 20℃;	98%

3-bromopropanol methyl ether (36865-41-5) + C13H13BrN2O5 (1251582-90-7) → C17H21BrN2O6 (1251582-98-5)

Conditions	Yield
Stage #1: C13H13BrN2O5 With caesium carbonate In dimethyl sulfoxide for 0.0833333h; Stage #2: 3-bromopropanol methyl ether In dimethyl sulfoxide at 20℃; for 18h;	97%

7-(benzyloxy)-1,2,3,4-tetrahydroquinoline + 3-bromopropanol methyl ether (36865-41-5) → C20H25NO2 (943937-28-8)

Conditions	Yield
With sodium carbonate; potassium iodide In acetonitrile for 74h; Heating;	96%

3-bromopropanol methyl ether (36865-41-5) + C18H13BrClNO4 (1251582-45-2) → C22H21BrClNO5 (1251584-49-2)

Conditions	Yield
With caesium carbonate In dimethyl sulfoxide at 50℃; for 2h;	96%
With caesium carbonate In dimethyl sulfoxide at 20℃; for 2h; Inert atmosphere;	64%

4-bromo-1H-pyrazole (2075-45-8) + 3-bromopropanol methyl ether (36865-41-5) → 4-bromo-1-(3-methoxypropyl)-1H-pyrazole (1183903-41-4)

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 50℃;	96%
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 8h;	94%
With caesium carbonate In N,N-dimethyl-formamide at 50℃;

3-bromopropanol methyl ether (36865-41-5) + (R)-tert-butyl 3-(1H-benzo[d]imidazol-2-yl)piperidine-1-carboxylate (1234709-86-4) → (R)-tert-butyl 3-(1-(3-methoxypropyl)-1H-benzo[d]imidazol-2-yl)piperidine-1-carboxylate (1365884-41-8)

Conditions	Yield
Stage #1: (R)-tert-butyl 3-(1H-benzo[d]imidazol-2-yl)piperidine-1-carboxylate With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.5h; Inert atmosphere; Stage #2: 3-bromopropanol methyl ether In N,N-dimethyl-formamide; mineral oil at 0 - 20℃;	96%

3-bromopropanol methyl ether (36865-41-5) + 5-[(2S,3S)-1-tert-butoxycarbonyl-3-phenylpyrrolidine-2-carboxamide]-1H-indole-2-carboxylic acid → 3-methoxypropyl 5-[(2S,3S)-1-tert-butoxycarbonyl-3-phenylpyrrolidine-2-carboxamide]-1H-indole-2-carboxylate

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;	96%

Upstream product

• 1589-49-7 methoxypropanol 
• 67-56-1 methanol 
• 109-64-8 1,3-dibromo-propane 
• 124-41-4 sodium methylate 
• 420-37-1 trimethoxonium tetrafluoroborate 
• 627-18-9 1-bromo-3-propanol 
• 186581-53-3 diazomethane 

Downstream Products

• 7008-00-6 1-(2-methoxy-phenyl)-4-(3-methoxy-propyl)-piperazine 
• 133649-81-7 3-(3-Methoxypropoxy)-6,6-dimethyl-1,4-cyclohexadien 
• 130379-61-2 diethyl N-<4-<(3-methoxypropyl)amino>benzoyl>-L-glutamate 
• 1026801-57-9 7-(4-Methoxy-benzyl)-1-(3-methoxy-propyl)-3-propyl-3,7-dihydro-purine-2,6-dione 
• 1589-49-7 methoxypropanol 
• 30311-36-5 4-(3-Phenoxypropoxy)phenol 
• 111088-69-8 (3-methoxypropyl)(triphenyl)phosphonium bromide 
• 77787-29-2 1-phenyl-5-methoxy-2,2-dimethylpentanone 
• 51112-97-1 1-(3-Methoxy-propyl)-cyclohexene 
• 63223-41-6 (3-methoxy-propyl)-phenethyl-amine 
• 777935-07-6 7-benzyloxy-1-(3-methoxypropyl)-3,4-dihydro-1H-quinolin-2-one 
• 943833-73-6 3-[4-(3-methoxy-propoxy)-phenyl]-3-phenyl-propionic acid ethyl ester 
• 943937-28-8 C₂₀H₂₅NO₂ 
• 949008-25-7 C₁₈H₁₆BrF₂NO₃ 

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