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(R)-(+)-a,a-Diphenyl-2-pyrrolidinemethanol

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(R)-(+)-a,a-Diphenyl-2-pyrrolidinemethanol Basic information

Product Name:
(R)-(+)-a,a-Diphenyl-2-pyrrolidinemethanol
Synonyms:
  • 2-PYRROLIDINEMETHANOL, A,A-DIPHENYL-
  • diphenyl-[(2R)-pyrrolidin-2-yl]methanol
  • 2-Pyrrolidinemethanol, α,α-diphenyl-, (2R)-
  • (2R)-α,α-diphenyl-2-Pyrrolidinemethanol
  • (R)-1-DIPHENYL-PROLINOL
  • (R)-(+)-2-(DIPHENYLHYDROXYMETHYL)-PYRROLIDIN
  • (R)-(+)-2-(DIPHENYLHYDROXYMETHYL)PYRROLIDINE
  • (R)-2-(DIPHENYLHYDROXYMETHYL)PYRROLIDINE
CAS:
22348-32-9
MF:
C17H19NO
MW:
253.35
EINECS:
606-992-7
Product Categories:
  • Chiral Reagent
  • Chiral Reagents
  • pharmacetical
  • chiral
  • CHIRAL COMPOUNDS
  • CHIRAL CHEMICALS
  • Benzenes
  • Asymmetric Synthesis
  • Chiral Building Blocks
  • Simple Alcohols (Chiral)
  • Synthetic Organic Chemistry
  • Chiral chemicals
  • Peptide
  • Pharmaceutical intermediate
Mol File:
22348-32-9.mol
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(R)-(+)-a,a-Diphenyl-2-pyrrolidinemethanol Chemical Properties

Melting point:
77-80 °C
alpha 
59 º (589nm, c=3, MeOH 25 ºC)
Boiling point:
396.54°C (rough estimate)
Density 
1.0078 (rough estimate)
refractive index 
58 ° (C=2, MeOH)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
almost transparency in Chloroform
form 
solid
pka
13.15±0.29(Predicted)
color 
white to off-white
optical activity
[α]20/D +69°, c = 3 in chloroform
BRN 
4353363
InChIKey
OGCGXUGBDJGFFY-MRXNPFEDSA-N
CAS DataBase Reference
22348-32-9(CAS DataBase Reference)
NIST Chemistry Reference
(R)-alpha-(2-pyrrolidinyl)benzhydryl alcohol(22348-32-9)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
3
10-34
TSCA 
No
HS Code 
29221990

MSDS

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(R)-(+)-a,a-Diphenyl-2-pyrrolidinemethanol Usage And Synthesis

Chemical Properties

white to faintly yellow crystalline powder

Uses

suzuki reaction

Uses

Used to prepare the corresponding oxazaborolidines for the borane-mediated asymmetric reduction of ketones.

Definition

ChEBI: (r)-alpha,alpha-diphenyl-2-pyrrolidinemethanol is a diarylmethane.

Synthesis

Draw 14 kg of tetrahydrofuran into the reaction kettle. 61.5 kg of a 34% strength solution of phenylmagnesium chloride in tetrahydrofuran was added to the reaction vessel to initiate agitation and cooling cycles. The control temperature is 10 to 60 °C. The dropping time was controlled for 5 to 6 hours, and stirring was continued for 1 hour. Pump 24 kg of concentrated hydrochloric acid (mass concentration 36%) into the matching drip tank of the reaction kettle. constantly dropping, the dropping time is controlled for 1 hour, and the dropping process control temperature does not exceed 45 ° C. After the addition was completed, stirring was continued for 8 hours.Cool down to -5 ° C ~ 5 ° C to obtain (R)-(+)-a,a-Diphenyl-2-pyrrolidinemethanol, a total of 17.2 kg, yield 85%.

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