Citric Acid → 2-Phenyl-3-oxo-piperidine

HRID 941157Notes

Reaction equation

HRID 941157 reaction equation
[CH3:1][S:2](=[O:3])[CH3:4].[CH3:24][CH2:25][N:26]([CH2:27][CH3:28])[CH2:29][CH3:30].[Cl:44][CH2:45][Cl:46].[Cl:5][C:6]([C:7]([Cl:8])=[O:9])=[O:10].[OH:11][CH:12]1[CH:13]([c:18]2[cH:19][cH:20][cH:21][cH:22][cH:23]2)[NH:14][CH2:15][CH2:16][CH2:17]1.[OH:31][C:32]([CH2:33][C:34]([C:35](=[O:36])[OH:37])([CH2:38][C:39](=[O:40])[OH:41])[OH:42])=[O:43]>>[O:11]=[C:12]1[CH:13]([c:18]2[cH:19][cH:20][cH:21][cH:22][cH:23]2)[NH:14][CH2:15][CH2:16][CH2:17]1

Participants

7

Reactant 6

HCID 311Citric AcidHCID 679Dimethyl SulfoxideHCID 6344DichloromethaneHCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 187826433-Hydroxy-2-phenylpiperidine

Product 1

HCID 115792092-Phenyl-3-oxo-piperidine

Sources & evidence

ORD record
ord-3bf42aa58ce64905b1ad891b33cc3c5d
Source dataset
Validation data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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