2-(Dimethylamino)ethanol → HCID 178506692, compound

HRID 2117809Notes

Reaction equation

HRID 2117809 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 (70 ml) solution of N,N-dimethylaminoethanol (12.0 ml, 118.5 mmol) was dropwise added to a hexane solution of n-butyllithium (150 ml, 1.58 M, 237.0 mmol) at 5° C. while 30 minutes. Next, a hexane (10 ml) solution of 2-phenylpyridine (8.5 ml, 59.3 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-6b36b33d547842c1a687876b8d771b5f
Source dataset
uspto-grants-2008_10
Patent number
US07442797B2

Reaction notes

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