Name: rac 4-(3-Aminobutyl)phenol
SKU: 52846-75-0

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Pharmaceutical (36)
Others (10)
Organic Chemicals (5)
Materials (2)

Basic Information

Molecular Structure:
CAS No.:	52846-75-0
Name:	rac 4-(3-Aminobutyl)phenol

Formula:	C10H15NO
Molecular Weight:	165.235
Synonyms:	p-hydroxyhomoamphetamine;4-morpholin-4-ylbut-2-ylamine;4-morpholinobutan-2-amine;1-methyl-3-morpholino-propylamine;
PSA:	46.25000
LogP:	2.37230

Synthetic route

: 5471-51-2
4-(4-hydroxyphenyl)-2-oxobutane

: 52846-75-0
p-hydroxyhomoamphetamine

Conditions

Conditions	Yield
With nickel(II) tetrafluoroborate hexahydrate; ammonia; hydrogen; bis(2-diphenylphosphinoethyl)phenylphosphine In 2,2,2-trifluoroethanol at 120℃; for 24h; chemoselective reaction;	93%
With ammonia; hydrogen In tetrahydrofuran at 120℃; for 15h;	89%
With palladium 10% on activated carbon; ammonium formate In methanol for 5h;

: 51062-15-8
(+)-(R)-1-Methyl-3-(4-methoxyphenyl)-1-propylamine

: 52846-75-0
p-hydroxyhomoamphetamine

Conditions

Conditions	Yield
With hydrogen bromide

4-oxy-benzylacetone oxime: 4-oxy-benzylacetone oxime

: 52846-75-0
p-hydroxyhomoamphetamine

Conditions

Conditions	Yield
With sodium amalgam; acetic acid at 50 - 60℃;

: 1222558-29-3
[((E)-4-(4-methoxyphenyl)but-3-en-2-ylidene)amino]hydroxide

: 52846-75-0
p-hydroxyhomoamphetamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: H2 / PtO2 / methanol / 6 h / 60 °C / 15200 Torr 2: HBr View Scheme

: 22214-30-8, 59417-71-9, 3160-35-8
4-(4'-hydroxyphenyl)but-3-en-2-one

: 52846-75-0
p-hydroxyhomoamphetamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: palladium 10% on activated carbon; hydrogen / ethanol / 1 h / 20 °C / 1520.1 Torr 2: palladium 10% on activated carbon; ammonium formate / methanol / 5 h View Scheme

: 123-08-0
4-hydroxy-benzaldehyde

: 52846-75-0
p-hydroxyhomoamphetamine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydroxide / water / 2 h / 20 °C 2: palladium 10% on activated carbon; hydrogen / ethanol / 1 h / 20 °C / 1520.1 Torr 3: palladium 10% on activated carbon; ammonium formate / methanol / 5 h View Scheme

: C18H13NO4

: 52846-75-0
p-hydroxyhomoamphetamine

: 8-hydroxy-5-(1-hydroxy-2-((4-(4-hydroxyphenyl)butan-2-yl)amino)ethyl)quinolin-2(1H)-one hydrochloride

Conditions

Conditions	Yield
Stage #1: C18H13NO4; p-hydroxyhomoamphetamine With sodium tetrahydroborate In methanol; dimethyl sulfoxide for 1h; Stage #2: With 5%-palladium/activated carbon; hydrogen In methanol for 1h; Stage #3: With hydrogenchloride In ethyl acetate for 2h;	94%

: 52846-75-0
p-hydroxyhomoamphetamine

: 108-24-7
acetic anhydride

A: 1204483-45-3
N-[3-(4-hydroxyphenyl)-1-methylpropyl]acetamide

B: 1204484-14-9
4-(3-acetylaminobutyl)phenyl acetate

Conditions

Conditions	Yield
With triethylamine In ethyl acetate at 0℃; for 1h;	A 74% B 7%

...Expand

: 79798-34-8
3-methyl-5-(2-oxiranylmethoxy-styryl)-isoxazole

: 52846-75-0
p-hydroxyhomoamphetamine

: 78351-27-6
4-[3-(2-Hydroxy-3-{2-[(E)-2-(3-methyl-isoxazol-5-yl)-vinyl]-phenoxy}-propylamino)-butyl]-phenol

Conditions

Conditions	Yield
In ethanol 1.) reflux, 1 h, 2.) 25 deg C, overnight;	30%

: 52846-75-0
p-hydroxyhomoamphetamine

: 448-61-3
2,4,6-triphenylpyrylium tetrafluoroborate

: C33H30NO(1+)*BF4(1-)

Conditions

Conditions	Yield
Stage #1: p-hydroxyhomoamphetamine With acetic acid In dichloromethane at 20℃; Stage #2: 2,4,6-triphenylpyrylium tetrafluoroborate In dichloromethane at 20℃; for 6h;	22%
In ethanol at 80 - 85℃; for 4h;

Raw Materials