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(R)-(+)-2-(Diphenylhydroxymethyl)pyrrolidine

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Name

(R)-(+)-2-(Diphenylhydroxymethyl)pyrrolidine

EINECS 606-992-7
CAS No. 22348-32-9 Density 1.128 g/cm3
PSA 32.26000 LogP 3.00330
Solubility N/A Melting Point 77-80 °C
Formula C17H19NO Boiling Point 411.3 °C at 760 mmHg
Molecular Weight 253.344 Flash Point 133.3 °C
Transport Information N/A Appearance white to faintly yellow crystalline powder
Safety 133.3 °C Risk Codes 36/37/38
Molecular Structure Molecular Structure of 22348-32-9 ((R)-(+)-alpha,alpha-Diphenyl-2-pyrrolidinemethanol) Hazard Symbols IrritantXi
Synonyms

2-Pyrrolidinemethanol,a,a-diphenyl-, (R)- (8CI);(+)-2-(Diphenylhydroxymethyl)pyrrolidine;(+)-a,a-Diphenyl-2-pyrrolidinemethanol;(R)-(+)-a,a-Diphenyl-2-pyrrolidinemethanol;(R)-2-(diphenylhydroxymethylpyrrolidine);(R)-a,a-Diphenyl-2-pyrrolidinemethanol;(R)-a,a-Diphenylprolinol;a,a-Diphenyl-D-prolinol;α,α-Diphenyl-D-prolinol;

Article Data 55

(R)-(+)-2-(Diphenylhydroxymethyl)pyrrolidine Synthetic route

137496-68-5

2-(hydroxy(diphenyl)methyl)pyrrolidine-1-carboxylic acid tert-butyl ester

22348-32-9

(R)-α,α-diphenylprolinol

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 2.5h; Reflux;100%
With sodium hydroxide In ethanol at 79℃; for 4h;90%

(R)-1-tert-butyl-(λ1-oxidanyl)-(λ3-sulfanyl)-2-((methoxymethoxy)diphenylmethyl)pyrrolidine

22348-32-9

(R)-α,α-diphenylprolinol

Conditions
ConditionsYield
Stage #1: (R)-1-tert-butyl-(λ1-oxidanyl)-(λ3-sulfanyl)-2-((methoxymethoxy)diphenylmethyl)pyrrolidine With hydrogenchloride In methanol at 0 - 70℃; for 4h;
Stage #2: With sodium hydrogencarbonate In tetrahydrofuran; methanol at 20℃; for 6h;
91%
63401-04-7

diphenyl(pyrrolidin-2-yl)methanol

22348-32-9

(R)-α,α-diphenylprolinol

90971-03-2

(R)-Tetrahydro-1H,3H-pyrrolo<1,2-c>oxazole-1,3-dione

phenylmagnesium chloride

22348-32-9

(R)-α,α-diphenylprolinol

Conditions
ConditionsYield
In tetrahydrofuran Yield given;
63401-04-7

diphenyl(pyrrolidin-2-yl)methanol

B

22348-32-9

(R)-α,α-diphenylprolinol

Conditions
ConditionsYield
Stage #1: diphenyl(pyrrolidin-2-yl)methanol With (R)-1,1'-Bi-2-naphthol; boric acid In acetonitrile Heating;
Stage #2: With hydrogenchloride In diethyl ether; water Further stages.;
119-61-9

benzophenone

zinc dust

zinc dust

22348-32-9

(R)-α,α-diphenylprolinol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) s-BuLi, (-)-sparteine, 3.) AcOH
2: 90 percent / NaOH / ethanol / 4 h / 79 °C
View Scheme

phenylmagnesium chloride

22348-32-9

(R)-α,α-diphenylprolinol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 70 percent / tetrahydrofuran / 24 h / 23 °C
2: 77 percent / BH3 / tetrahydrofuran
View Scheme
4931-66-2, 54571-66-3, 64700-65-8

methyl 5-oxopyrrolidine-2-carboxylate

22348-32-9

(R)-α,α-diphenylprolinol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 70 percent / tetrahydrofuran / 24 h / 23 °C
2: 77 percent / BH3 / tetrahydrofuran
View Scheme
149-87-1

Pyroglutamic acid

22348-32-9

(R)-α,α-diphenylprolinol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 95 percent / 5 molpercent hydrogen chloride (from acetyl chloride) / 24 h / 23 °C
2: 70 percent / tetrahydrofuran / 24 h / 23 °C
3: 77 percent / BH3 / tetrahydrofuran
View Scheme
21901-76-8

5-(hydroxy-diphenyl-methyl)-pyrrolidin-2-one

22348-32-9

(R)-α,α-diphenylprolinol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 77 percent / BH3 / tetrahydrofuran
View Scheme

(R)-(+)-2-(Diphenylhydroxymethyl)pyrrolidine Chemical Properties

Synonyms: ALPHA,ALPHA-DIPHENYL-D-PROLINOL;2-PYRROLIDINEMETHANOL, A,A-DIPHENYL-;A,A-DIPHENYL-D-PROLINOL;(R)-(+)-2-(DIPHENYLHYDROXYMETHYL)PYRROLIDINER(+)-A,A-DIPHENYLPROLINOL;(R)-1-DIPHENYL-PROLINOL;(R)-(+)-2-(DIPHENYLHYDROXYMETHYL)-PYRROLIDIN;;(R)-2-(DIPHENYLHYDROXYMETHYL)PYRROLIDINE;
(R)-α, α-Diphenyl-2-pyrrolidinemethanol is the chemical compound with the formula C17H19NO.Its molecular weight is 253.34.
Molecular Structure:
Melting point:77-80 °C
alpha:59 o (589nm, c=3, MeOH 25 oC)
refractive index:58 °(C=2, MeOH)

(R)-(+)-2-(Diphenylhydroxymethyl)pyrrolidine Safety Profile

(R)-α, α-Diphenyl-2-pyrrolidinemethanol's Hazard Codes:  Xi
(R)-α, α-Diphenyl-2-pyrrolidinemethanol's Risk Statements:
36/37/38:Irritating to eyes, respiratory system and skin  
(R)-α, α-Diphenyl-2-pyrrolidinemethanol's Safety Statements:
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:Wear suitable protective clothing 
37/39:Wear suitable gloves and eye/face protection 
WGK Germany:3
F:F 10 Keep under argon;F 34 Sensitive to CO2.

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