1-(triphenylmethyl)-1H-imidazole-4-carbaldehyde → HCID 14520343, compound

HRID 1194374Notes

Reaction equation

HRID 1194374 reaction equation
Br[C:2]1[C:7]2[O:8][C:9]([CH3:13])([CH3:12])[O:10][CH2:11][C:6]=2[CH:5]=[C:4]([CH3:14])[CH:3]=1.[C:15]1([C:21]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[N:22]2[CH:26]=[C:25]([CH:27]=[O:28])[N:24]=[CH:23]2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[CH3:12][C:9]1([CH3:13])[O:8][C:7]2[C:2]([CH:27]([C:25]3[N:24]=[CH:23][N:22]([C:21]([C:15]4[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=4)([C:29]4[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=4)[C:35]4[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=4)[CH:26]=3)[OH:28])=[CH:3][C:4]([CH3:14])=[CH:5][C:6]=2[CH2:11][O:10]1

Participants

3

Reactant 2

HCID 6182331-(triphenylmethyl)-1H-imidazole-4-carbaldehydeHCID 13219526HCID 13219526, compound

Product 1

HCID 14520343HCID 14520343, compoundYield 31%

Procedure

Starting from 8-bromo-2,2,6-trimethyl-4H-1,3-benzodioxin and 1-triphenylmethyl-1H-imidazole-4-carboxaldehyde. The organomagnesium compound is added at ambient temperature. The reaction product is purified by chromatography on silica (15 μm) (eluent: 98:2 v/v dichloromethanemethanol). Yield: 31% of theory; M.P.: 205°-215° C. (recrystallized from acetonitrile).

Workup

  1. customThe reaction product is purified by chromatography on silica (15 μm) (eluent: 98:2 v/v dichloromethanemethanol)
  2. customM.P.: 205°-215° C. (recrystallized from acetonitrile)

Sources & evidence

ORD record
ord-e7699069ce1d41f49470ffee708808ef
Source dataset
uspto-grants-1989_03
Patent number
US04814343

Reaction notes

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