Methyl iodide → HCID 88521502, compound

HRID 622315

Reaction equation

HRID 622315 reaction equation
[CH3:1][CH2:2][O:3][C:4]([C:6]1[N:10]([CH:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH3:12])[CH:9]=[N:8][CH:7]=1)=[O:5].[I:19][CH3:20]>ClCCl>[I-:19].[CH2:2]([O:3][C:4]([C:6]1[NH+:10]([CH:11]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH3:12])[CH2:9][N:8]([CH3:20])[CH:7]=1)=[O:5])[CH3:1]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 36339Ethnor

Product 1

HCID 88521502HCID 88521502, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 7 parts of R-(+) ethyl 1-(1-phenylethyl)-1H-imidazole-5-carboxylate in 19.5 parts of iodomethane were added 21.3 parts of dichloromethane and the whole was stirred for 24 hours at room temperature. The reaction mixture was evaporated and the residue was crystallized from 2-propanol. The product was filtered off and washed with petroleum ether, yielding 7.03 parts of 5-ethoxycarbonyl-3-methyl-1-(1-phenylethyl)-1H-imidazolium iodide; mp. 159.5° C.; [α]D =-62.79° (10% water).

Workup

  1. customThe reaction mixture was evaporated
  2. customthe residue was crystallized from 2-propanol
  3. filtrationThe product was filtered off
  4. washwashed with petroleum ether

Sources & evidence

ORD record
ord-47aabe38e2c64e22973abf66b181e665
Source dataset
uspto-grants-1988_09
Patent number
US04770689

Linked notes

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