Sodium ion → 5-fluoro-N-tosylindole

HRID 161518Notes

Reaction equation

HRID 161518 reaction equation
[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].[CH3:24][c:25]1[cH:26][cH:27][cH:28][cH:29][cH:30]1.[F:1][c:2]1[cH:3][c:4]2[cH:5][cH:6][nH:7][c:8]2[cH:9][cH:10]1.[Na+:23].[OH-:22].[OH2:31].[S:32]([O-:33])([OH:34])(=[O:35])=[O:36].[c:11]1([CH3:21])[cH:12][cH:13][c:14]([S:17](=[O:18])(=[O:19])[Cl:20])[cH:15][cH:16]1>>[F:1][c:2]1[cH:3][c:4]2[cH:5][cH:6][n:7]([S:17]([c:14]3[cH:13][cH:12][c:11]([CH3:21])[cH:16][cH:15]3)(=[O:18])=[O:19])[c:8]2[cH:9][cH:10]1

Participants

9

Reactant 8

HCID 923Sodium ionHCID 961HydroxideHCID 962WaterHCID 1140TolueneHCID 73974-Toluenesulfonyl chlorideHCID 16028TetrabutylammoniumHCID 61778Sulfate, hydrogenHCID 678615-Fluoroindole

Product 1

HCID 167513275-fluoro-N-tosylindole

Sources & evidence

ORD record
ord-e9892a59747a4bca81078dc71b19ac36
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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