Water → HCID 12801655, compound

HRID 261969

Reaction equation

HRID 261969 reaction equation
C([Li])CCC.[CH3:6][N:7]1[CH:11]=[CH:10][N:9]=[CH:8]1.[Cl:12][C:13]1[CH:26]=[CH:25][C:16]([C:17]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:18])=[CH:15][CH:14]=1.O>CCCCCC.C(OCC)C>[Cl:12][C:13]1[CH:14]=[CH:15][C:16]([C:17]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)([C:8]2[N:7]([CH3:6])[CH:11]=[CH:10][N:9]=2)[OH:18])=[CH:25][CH:26]=1

Participants

7

Reactant 4

HCID 962WaterHCID 13901-MethylimidazoleHCID 86534-ChlorobenzophenoneHCID 178418339Butyllithium

Product 1

HCID 12801655HCID 12801655, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolvent3×HCID 8058HexaneSolvent

Procedure

A solution of 25.5 g (0.08 mol) of 20% butyl lithium in n-hexane in 50 ml. of anhydrous diethyl ether was added at room temperature to a solution of 5 g (0.06 mol) of 1-methylimidazole in 50 ml. of anhydrous diethyl ether. The reaction mixture was stirred for one hour and then a solution of 15.6 g (0.07 mol) of 4-chlorobenzophenone in diethyl ether was added dropwise. The reaction mixture was stirred for 3 hours and it was then poured into a mixture of ice and water. The solid matter was filtered off and crystallised from ethanol. α-(p-Chlorophenyl)-1-methyl-α-phenylimidazole-2-methanol was obtained. Melting point 185°-186° C.

Workup

  1. stirringThe reaction mixture was stirred for 3 hours
  2. filtrationThe solid matter was filtered off
  3. customcrystallised from ethanol

Sources & evidence

ORD record
ord-59a2ee3cb0234a98bb9b3248b79eefed
Source dataset
uspto-grants-1979_05
Patent number
US04152441

Linked notes

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