1-(triphenylmethyl)-1H-imidazole-4-carbaldehyde → (6-tert-Butyldimethylsilyloxy-2-naphthyl)(1-trityl-1H-imidazol-4-yl)methanol

HRID 480447Notes

Reaction equation

HRID 480447 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([O:12][Si:13]([C:16]([CH3:19])([CH3:18])[CH3:17])([CH3:15])[CH3:14])[CH:6]=[CH:5]2.[CH:20]([C:22]1[N:23]=[CH:24][N:25]([C:27]([C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:26]=1)=[O:21]>>[Si:13]([O:12][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[CH:3]=[C:2]([CH:20]([C:22]1[N:23]=[CH:24][N:25]([C:27]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)([C:34]3[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=3)[C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=3)[CH:26]=1)[OH:21])[CH:11]=[CH:10]2)([C:16]([CH3:19])([CH3:18])[CH3:17])([CH3:15])[CH3:14]

Participants

3

Reactant 2

HCID 6182331-(triphenylmethyl)-1H-imidazole-4-carbaldehydeHCID 134730832-Bromo-6-[[(1,1-dimethylethyl)dimethylsilyl]oxy]naphthalene

Product 1

HCID 18769033(6-tert-Butyldimethylsilyloxy-2-naphthyl)(1-trityl-1H-imidazol-4-yl)methanolYield 73.2%

Procedure

In a similar manner to that described in Reference example 1, the reaction was carried out by using 6-bromo-2-tert-butyldimethylsilyloxynaphthalene (50.0 g) and 4-formyl-1-trityl-1H-imidazole (38.6 g) to give the titled compound (49.8 g) as a colorless powder.

Sources & evidence

ORD record
ord-b3a7395b068d4e13b92e558348314e4a
Source dataset
uspto-grants-2003_11
Patent number
US06649643B1

Reaction notes

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