4-Bromo-2,8-bis(trifluoromethyl)quinoline → 2,8-Bis(trifluoromethyl)-alpha-(3-tert-butyldimethylsilyloxymethylphenyl)-4-quinolinemethanol

HRID 1370334Notes

Reaction equation

HRID 1370334 reaction equation
[F:1][C:2]([F:19])([F:18])[C:3]1[CH:12]=[C:11](Br)[C:10]2[C:5](=[C:6]([C:14]([F:17])([F:16])[F:15])[CH:7]=[CH:8][CH:9]=2)[N:4]=1.[Si:20]([O:27][CH2:28][C:29]1[CH:30]=[C:31]([CH:34]=[CH:35][CH:36]=1)[CH:32]=[O:33])([C:23]([CH3:26])([CH3:25])[CH3:24])([CH3:22])[CH3:21]>>[F:1][C:2]([F:19])([F:18])[C:3]1[CH:12]=[C:11]([CH:32]([C:31]2[CH:34]=[CH:35][CH:36]=[C:29]([CH2:28][O:27][Si:20]([C:23]([CH3:26])([CH3:25])[CH3:24])([CH3:21])[CH3:22])[CH:30]=2)[OH:33])[C:10]2[C:5](=[C:6]([C:14]([F:17])([F:16])[F:15])[CH:7]=[CH:8][CH:9]=2)[N:4]=1

Participants

3

Reactant 2

HCID 40712424-Bromo-2,8-bis(trifluoromethyl)quinolineHCID 156617653-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]Benzaldehyde

Product 1

HCID 185114572,8-Bis(trifluoromethyl)-alpha-(3-tert-butyldimethylsilyloxymethylphenyl)-4-quinolinemethanol

Procedure

This was prepared from 2,8-bis(trifluoromethyl)-4-bromoquinoline by the method of Example 1 using 3-(tert-butyldimethylsilyloxymethyl)benzaldehyde in place of benzaldehyde and the crude product used directly in the next step.

Sources & evidence

ORD record
ord-19b5752577e84c15b7c20d5c2f0f5db2
Source dataset
uspto-grants-2003_06
Patent number
US06583156B1

Reaction notes

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