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Basic Information
CAS No.: 119193-19-0
Name: (+)-(3R,4R)-3,4-DIMETHYL-4-(3-HYDROXYPHENYL)PIPERIDINE
Article Data: 7
Molecular Structure:
Molecular Structure of 119193-19-0 ((+)-(3R,4R)-3,4-DIMETHYL-4-(3-HYDROXYPHENYL)PIPERIDINE)
Formula: C13H19NO
Molecular Weight: 205.3
Synonyms: Phenol,3-(3,4-dimethyl-4-piperidinyl)-, (3R-cis)-;(+)-(3R,4R)-3,4-Dimethyl-4-(3-hydroxyphenyl)piperidine;(+)-(3R,4R)-Dimethyl-4-(3-hydroxyphenyl)piperidine;3-[(3R,4R)-3,4-Dimethyl-4-piperidinyl]phenol;
EINECS: 1592732-453-0
Density: 1.009 g/cm3
Melting Point: 174-175 °C
Boiling Point: 335.464 °C at 760 mmHg
Flash Point: 115.716 °C
Appearance: white like or light brown crystalline powder
Hazard Symbols: IrritantXi
Risk Codes:  Xi:Irritant;
">  Xi:Irritant;
PSA: 32.26000
LogP: 2.60810
Synthetic route
145678-86-0

(3R,4R)-3,4-dimethyl-4-<3-(1-methylethoxy)phenyl>piperidinecarboxylic acid phenyl ester

119193-19-0

3-[(3R,4R)-3,4-dimethylpiperidin-4-yl]phenol

Conditions
ConditionsYield
With hydrogen bromide In acetic acid Reflux;88%
With sodium hydroxide; hydrogen bromide; acetic acid 1.) reflux, 19 h, 2.) MeOH, pH 10.3-10.5, 25 deg C, 1.5 h; Yield given. Multistep reaction;
149655-33-4

(3R,4R)-4-(3-methoxyphenyl)-3,4-dimethylpiperidine

119193-19-0

3-[(3R,4R)-3,4-dimethylpiperidin-4-yl]phenol

Conditions
ConditionsYield
With hydrogen bromide In acetic acid for 18h; Heating; Yield given;
With hydrogen bromide; acetic acid Heating;
951240-63-4

C9H16NO3SBr

119193-19-0

3-[(3R,4R)-3,4-dimethylpiperidin-4-yl]phenol

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: triethylamine; 4-(dimethylamino)pyridine / CH2Cl2 / 2.5 h / 0 - 20 °C
2.1: CuBr*SMe2 / tetrahydrofuran; diethyl ether / -40 - -35 °C
3.1: sodium carbonate / Pd(Ph3P)4 / ethanol; toluene; H2O / 0.75 h / 80 °C
4.1: anisole; triflic acid / CH2Cl2 / 0.5 h / 0 °C
5.1: sodium cyanoborohydride / acetonitrile; H2O / 0.5 h
6.1: n-butyllithium / tetrahydrofuran / -15 °C
6.2: tetrahydrofuran / -50 °C
7.1: sodium borohydride / methanol
8.1: phenyl chloroformate / toluene
9.1: hydrogen bromide; acetic acid / Heating
View Scheme
951240-64-5

C13H25NO6SBrP

119193-19-0

3-[(3R,4R)-3,4-dimethylpiperidin-4-yl]phenol

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: CuBr*SMe2 / tetrahydrofuran; diethyl ether / -40 - -35 °C
2.1: sodium carbonate / Pd(Ph3P)4 / ethanol; toluene; H2O / 0.75 h / 80 °C
3.1: anisole; triflic acid / CH2Cl2 / 0.5 h / 0 °C
4.1: sodium cyanoborohydride / acetonitrile; H2O / 0.5 h
5.1: n-butyllithium / tetrahydrofuran / -15 °C
5.2: tetrahydrofuran / -50 °C
6.1: sodium borohydride / methanol
7.1: phenyl chloroformate / toluene
8.1: hydrogen bromide; acetic acid / Heating
View Scheme
951240-65-6

C10H18NO2SBr

119193-19-0

3-[(3R,4R)-3,4-dimethylpiperidin-4-yl]phenol

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: sodium carbonate / Pd(Ph3P)4 / ethanol; toluene; H2O / 0.75 h / 80 °C
2.1: anisole; triflic acid / CH2Cl2 / 0.5 h / 0 °C
3.1: sodium cyanoborohydride / acetonitrile; H2O / 0.5 h
4.1: n-butyllithium / tetrahydrofuran / -15 °C
4.2: tetrahydrofuran / -50 °C
5.1: sodium borohydride / methanol
6.1: phenyl chloroformate / toluene
7.1: hydrogen bromide; acetic acid / Heating
View Scheme
951240-66-7

C17H25O3SN

119193-19-0

3-[(3R,4R)-3,4-dimethylpiperidin-4-yl]phenol

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: anisole; triflic acid / CH2Cl2 / 0.5 h / 0 °C
2.1: sodium cyanoborohydride / acetonitrile; H2O / 0.5 h
3.1: n-butyllithium / tetrahydrofuran / -15 °C
3.2: tetrahydrofuran / -50 °C
4.1: sodium borohydride / methanol
5.1: phenyl chloroformate / toluene
6.1: hydrogen bromide; acetic acid / Heating
View Scheme
951240-71-4

C13H17ON

119193-19-0

3-[(3R,4R)-3,4-dimethylpiperidin-4-yl]phenol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: sodium cyanoborohydride / acetonitrile; H2O / 0.5 h
2.1: n-butyllithium / tetrahydrofuran / -15 °C
2.2: tetrahydrofuran / -50 °C
3.1: sodium borohydride / methanol
4.1: phenyl chloroformate / toluene
5.1: hydrogen bromide; acetic acid / Heating
View Scheme
220503-22-0

C14H19ON

119193-19-0

3-[(3R,4R)-3,4-dimethylpiperidin-4-yl]phenol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: n-butyllithium / tetrahydrofuran / -15 °C
1.2: tetrahydrofuran / -50 °C
2.1: sodium borohydride / methanol
3.1: phenyl chloroformate / toluene
4.1: hydrogen bromide; acetic acid / Heating
View Scheme

C15H21ON

119193-19-0

3-[(3R,4R)-3,4-dimethylpiperidin-4-yl]phenol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium borohydride / methanol
2: phenyl chloroformate / toluene
3: hydrogen bromide; acetic acid / Heating
View Scheme

C9H15NO4S

119193-19-0

3-[(3R,4R)-3,4-dimethylpiperidin-4-yl]phenol

Conditions
ConditionsYield
Multi-step reaction with 13 steps
1.1: 1.68 g / triethylsilane; BF3*OEt2 / CH2Cl2 / 3 h / 0 °C
2.1: bromine / CH2Cl2 / 0.5 h / 0 °C
3.1: 0.73 g / triethylamine / CH2Cl2 / 0.5 h / 0 °C
4.1: (R)-1-Me-3,3-Ph-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; borane-N,N-diethylaniline complex / tetrahydrofuran / 16 h / 0 - 20 °C
5.1: triethylamine; 4-(dimethylamino)pyridine / CH2Cl2 / 2.5 h / 0 - 20 °C
6.1: CuBr*SMe2 / tetrahydrofuran; diethyl ether / -40 - -35 °C
7.1: sodium carbonate / Pd(Ph3P)4 / ethanol; toluene; H2O / 0.75 h / 80 °C
8.1: anisole; triflic acid / CH2Cl2 / 0.5 h / 0 °C
9.1: sodium cyanoborohydride / acetonitrile; H2O / 0.5 h
10.1: n-butyllithium / tetrahydrofuran / -15 °C
10.2: tetrahydrofuran / -50 °C
11.1: sodium borohydride / methanol
12.1: phenyl chloroformate / toluene
13.1: hydrogen bromide; acetic acid / Heating
View Scheme
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  • (+)-(3R,4R)-3,4-DIMETHYL-4-(3-HYDROXYPHENYL)PIPERIDINE

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    119193-19-0

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    119193-19-0

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  • Best Price(+)-(3R,4R)-3,4-DIMETHYL-4-(3-HYDROXYPHENYL)PIPERIDINE

  • Casno:

    119193-19-0

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    119193-19-0

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    119193-19-0

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    119193-19-0

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Specification

The Phenol,3-[(3R,4R)-3,4-dimethyl-4-piperidinyl]-, with its CAS registry number 119193-19-0, has the systematic name of 3-[(3R,4R)-3,4-dimethylpiperidin-4-yl]phenol. With its molecular foumula of C13H19NO, it has the formula weight of 205.30. For being a kind of irritant chemical, it may cause inflammation to the skin or other mucous membranes. 

The characteristics of Phenol,3-[(3R,4R)-3,4-dimethyl-4-piperidinyl]- are as follows: (1)ACD/LogP: 2.44; (2)# of Rule of 5 Violations: 0; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 1; (6)ACD/KOC (pH 7.4): 1; (7)#H bond acceptors: 2; (8)#H bond donors: 2; (9)#Freely Rotating Bonds: 2; (10)Polar Surface Area: 32.26 Å2; (11)Index of Refraction: 1.522; (12)Molar Refractivity: 62.054 cm3; (13)Molar Volume: 203.515 cm3; (14)Polarizability: 24.6×10-24cm3; (15)Surface Tension: 37.753 dyne/cm; (16)Density: 1.009 g/cm3; (17)Flash Point: 115.716 °C; (18)Enthalpy of Vaporization: 60.146 kJ/mol; (19)Boiling Point: 335.464 °C at 760 mmHg.

What's more, the following datas could be converted into the molecular structure:
(1)SMILES:Oc1cccc(c1)[C@]2(C)CCNC[C@@H]2
(2)InChI:InChI=1/C13H19NO/c1-10-9-14-7-6-13(10,2)11-4-3-5-12(15)8-11/h3-5,8,10,14-15H,6-7,9H2,1-2H3/t10-,13+/m0/s1
(3)InChIKey:HXZDAOSDNCHKFE-GXFFZTMABP
(4)Std. InChI:InChI=1S/C13H19NO/c1-10-9-14-7-6-13(10,2)11-4-3-5-12(15)8-11/h3-5,8,10,14-15H,6-7,9H2,1-2H3/t10-,13+/m0/s1
(5)Std. InChIKey:HXZDAOSDNCHKFE-GXFFZTMASA-N