(S)-1-Benzyl-3-pyrrolidinol Chemical Properties

alpha 

-3.7 º (c=5, MeOH)

Boiling point:

115 °C0.8 mm Hg(lit.)

Density 

1.07 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.548(lit.)

Flash point:

>230 °F

storage temp. 

2-8°C

form 

Liquid

pka

14.82±0.20(Predicted)

color 

Clear light yellow to pale brown

optical activity

[α]24/D 3.7°, c = 5 in methanol

BRN 

4982831

InChI

InChI=1S/C11H15NO/c13-11-6-7-12(9-11)8-10-4-2-1-3-5-10/h1-5,11,13H,6-9H2/t11-/m0/s1

InChIKey

YQMXOIAIYXXXEE-NSHDSACASA-N

SMILES

N1(CC2=CC=CC=C2)CC[C@H](O)C1

CAS DataBase Reference

101385-90-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

3

HS Code 

29339900

Storage Class

10 - Combustible liquids

MSDS

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

(S)-1-Benzyl-3-pyrrolidinol Usage And Synthesis

Chemical Properties

Clear light yellow liquid

Uses

For synthesis of optically active products

Synthesis

A four-necked round-bottomed flask was charged with 9.20 g (242.4 mmol) of lithium aluminum hydride and 100 mL of tetrahydrofuran, and 17.00 g (82.84 mmol) of (3S)-N-benzyl-3-hydroxysuccinimide in tetrahydrofuran (80 mL) was added dropwise at 0-10 ??C. The mixture was heated to reflux and stirred at this temperature for 6 h. The mixture was cooled to 10-20 ??C and water (40 mL) and 4N sodium hydroxide solution (10 mL) were added, the mixture was filtered and the resulting filter cake was washed with ethyl acetate (2 x 200 mL). The mother liquor was concentrated in vacuo and the remaining residue was dissolved in ethyl acetate (400 mL) and washed with brine. The organic layer was dried over anhydrous sodium sulfate and concentrated in vacuo to afford 18.00 g (quantitative yield) of (S)-3-hydroxy-1-benzylpyrrolidine as an oil .

(S)-1-Benzyl-3-pyrrolidinol (101385-90-4)Related Product Information

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