Benzaldehyde → 5-Benzyl-1H-indole

HRID 1233219Notes

Reaction equation

HRID 1233219 reaction equation
[Br:1][c:2]1[cH:3][c:4]2[c:5]([cH:6][cH:7]1)[n:8]([Si:9]([CH:10]([CH3:11])[CH3:12])([CH:13]([CH3:14])[CH3:15])[CH:16]([CH3:17])[CH3:18])[cH:19][cH:20]2.[C:21]([Li:22])([CH3:23])([CH3:24])[CH3:25].[CH2:37]([N+:38]([CH2:39][CH2:40][CH2:41][CH3:42])([CH2:43][CH2:44][CH2:45][CH3:46])[CH2:47][CH2:48][CH2:49][CH3:50])[CH2:51][CH2:52][CH3:53].[CH2:71]1[O:72][CH2:73][CH2:74][CH2:75]1.[CH3:76][CH2:77][OH:78].[CH:26]([c:27]1[cH:28][cH:29][cH:30][cH:31][cH:32]1)=[O:33].[Cl-:34].[F-:36].[Na+:35].[OH2:79].[c:54]1([CH:60]([OH:61])[c:62]2[cH:63][c:64]3[cH:65][cH:66][nH:67][c:68]3[cH:69][cH:70]2)[cH:55][cH:56][cH:57][cH:58][cH:59]1>>[c:54]1([CH2:60][c:62]2[cH:63][c:64]3[cH:65][cH:66][nH:67][c:68]3[cH:69][cH:70]2)[cH:55][cH:56][cH:57][cH:58][cH:59]1

Participants

12

Reactant 11

HCID 240BenzaldehydeHCID 312ChlorideHCID 702EthanolHCID 923Sodium ionHCID 962WaterHCID 8028TetrahydrofuranHCID 16028TetrabutylammoniumHCID 28179Fluoride IonHCID 27946525-Bromo-1-(triisopropylsilyl)-1H-indoleHCID 19042833Phenyl(indol-5-yl)methanolHCID 178418306HCID 178418306, compound

Product 1

HCID 124528915-Benzyl-1H-indole

Sources & evidence

ORD record
ord-6e34192d92b84fbb9fb162396d18c336
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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