Dimethylformamide → 2-Tert-butyl-1-[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]-5-nitroindole

HRID 1208891Notes

Reaction equation

HRID 1208891 reaction equation
[C:20]([CH3:21])([CH3:22])([CH3:23])[c:24]1[nH:25][c:26]2[cH:27][cH:28][c:29]([N+:33](=[O:34])[O-:35])[cH:30][c:31]2[cH:32]1.[C:36](=[O:37])([O-:38])[O-:39].[CH3:1][c:2]1[cH:3][cH:4][c:5]([S:6]([O:7][CH2:12][CH:13]2[O:14][C:15]([CH3:18])([CH3:19])[O:16][CH2:17]2)(=[O:8])=[O:9])[cH:10][cH:11]1.[Cs+:40].[Cs+:41].[O:42]=[CH:43][N:44]([CH3:45])[CH3:46]>>[CH2:12]([CH:13]1[O:14][C:15]([CH3:18])([CH3:19])[O:16][CH2:17]1)[n:25]1[c:24]([C:20]([CH3:21])([CH3:22])[CH3:23])[cH:32][c:31]2[c:26]1[cH:27][cH:28][c:29]([N+:33](=[O:34])[O-:35])[cH:30]2

Participants

6

Reactant 5

HCID 6228DimethylformamideHCID 19660Carbonate IonHCID 104967Cesium cation2×HCID 2350972,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-toluenesulfonateHCID 105849132-(tert-Butyl)-5-nitro-1H-indole

Product 1

HCID 670441182-Tert-butyl-1-[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]-5-nitroindole

Sources & evidence

ORD record
ord-73a161336d9941bdaf38aac4a82f6c8d
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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