p-Bromochlorobenzene → Tert-butyl 4-(4-chlorophenyl)-4-hydroxy-3-methylpiperidine-1-carboxylate

HRID 306146Notes

Reaction equation

HRID 306146 reaction equation
[Br:1][c:2]1[cH:3][cH:4][c:5]([Cl:8])[cH:6][cH:7]1.[CH2:29]1[O:30][CH2:31][CH2:32][CH2:33]1.[CH2:9]([Li:10])[CH2:11][CH2:12][CH3:13].[CH3:14][CH:15]1[CH2:16][N:17]([C:22](=[O:23])[O:24][C:25]([CH3:26])([CH3:27])[CH3:28])[CH2:18][CH2:19][C:20]1=[O:21]>>[c:2]1([C:20]2([OH:21])[CH:15]([CH3:14])[CH2:16][N:17]([C:22](=[O:23])[O:24][C:25]([CH3:26])([CH3:27])[CH3:28])[CH2:18][CH2:19]2)[cH:3][cH:4][c:5]([Cl:8])[cH:6][cH:7]1

Participants

5

Reactant 4

HCID 7806p-BromochlorobenzeneHCID 8028TetrahydrofuranHCID 22644642tert-Butyl 3-methyl-4-oxopiperidine-1-carboxylateHCID 178418339Butyllithium

Product 1

HCID 59444243Tert-butyl 4-(4-chlorophenyl)-4-hydroxy-3-methylpiperidine-1-carboxylate

Sources & evidence

ORD record
ord-9036444ff53844648cf7f0d7ee77e5a0
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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