(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)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39

WGK Germany 

3

F 

10-34

TSCA 

No

HS Code 

29221990

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

(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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