Citric Acid → tert-Butyl 3-(hydroxymethyl)-1H-indole-1-carboxylate

HRID 2344141Notes

Reaction equation

HRID 2344141 reaction equation
[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[n:8]1[cH:9][c:10]([C:17](=[O:18])[O:19][CH3:20])[c:11]2[cH:12][cH:13][cH:14][cH:15][c:16]12.[CH2:29]([Al+:30][CH2:31][CH:32]([CH3:33])[CH3:34])[CH:35]([CH3:36])[CH3:37].[H-:28].[O:51]1[CH2:52][CH2:53][CH2:54][CH2:55]1.[OH:38][C:39]([CH2:40][C:41]([C:42](=[O:43])[OH:44])([CH2:45][C:46](=[O:47])[OH:48])[OH:49])=[O:50].[c:21]1([CH3:22])[cH:23][cH:24][cH:25][cH:26][cH:27]1>>[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[n:8]1[cH:9][c:10]([CH2:17][OH:18])[c:11]2[cH:12][cH:13][cH:14][cH:15][c:16]12

Participants

7

Reactant 6

HCID 311Citric AcidHCID 1140TolueneHCID 8028TetrahydrofuranHCID 166653HydrideHCID 16686348Bis(2-methylpropyl)alumanyliumHCID 299461281-tert-Butyl 3-methyl 1H-indole-1,3-dicarboxylate

Product 1

HCID 11075767tert-Butyl 3-(hydroxymethyl)-1H-indole-1-carboxylate

Sources & evidence

ORD record
ord-ae38ed7ff3d34b0c9dbf1c4b5233c672
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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