2-(Dimethylamino)ethanol → HCID 178506692, compound

HRID 2117818Notes

Reaction equation

HRID 2117818 reaction equation
CN(CCO)C.[CH2:7]([Li:11])[CH2:8][CH2:9][CH3:10].[C:12]1([C:18]2C=CC=C[N:19]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>CCCCCC>[Li:11][C:7]1[CH:8]=[CH:9][CH:10]=[C:18]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:19]=1

Participants

5

Reactant 3

HCID 79022-(Dimethylamino)ethanolHCID 138872-PhenylpyridineHCID 178418339Butyllithium

Product 1

HCID 178506692HCID 178506692, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent4×

Conditions

Temperature
5 °C

Procedure

A hexane (150 ml) solution of N,N-dimethylaminoethanol (21.0 ml, 210.0 mmol) was dropwise added to a hexane solution of n-butyllithium (266 ml, 1.58 M, 420.0 mmol) at 5° C. while 1 hour. Next, a hexane (15 ml) solution of 2-phenylpyridine (15.0 ml, 105.0 mmol) was dropwise added to the mixture at 5° C. while 20 minutes. A hexane solution of 2-lithio-6-phenylpyridine was prepared by the mixture stirred at 5° C. for 1 hour additionally.

Sources & evidence

ORD record
ord-f73bc54f12544229a3c6a97bb80fda19
Source dataset
uspto-grants-2008_10
Patent number
US07442797B2

Reaction notes

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