Tetrahydrofuran → tert-Butyl 4-hydroxy-4-[2-(trifluoromethyl)phenyl]piperidine-1-carboxylate

HRID 947113Notes

Reaction equation

HRID 947113 reaction equation
[Br:1][c:2]1[c:3]([C:8]([F:9])([F:10])[F:11])[cH:4][cH:5][cH:6][cH:7]1.[CH2:12]([Li:13])[CH2:14][CH2:15][CH3:16].[CH2:31]1[O:32][CH2:33][CH2:34][CH2:35]1.[CH3:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41].[O:17]=[C:18]1[CH2:19][CH2:20][N:21]([C:24](=[O:25])[O:26][C:27]([CH3:28])([CH3:29])[CH3:30])[CH2:22][CH2:23]1>>[c:2]1([C:18]2([OH:17])[CH2:19][CH2:20][N:21]([C:24](=[O:25])[O:26][C:27]([CH3:28])([CH3:29])[CH3:30])[CH2:22][CH2:23]2)[c:3]([C:8]([F:9])([F:10])[F:11])[cH:4][cH:5][cH:6][cH:7]1

Participants

6

Reactant 5

HCID 8028TetrahydrofuranHCID 8058HexaneHCID 9806Benzene, 1-bromo-2-(trifluoromethyl)-HCID 735900tert-Butyl 4-oxopiperidine-1-carboxylateHCID 178418339Butyllithium

Product 1

HCID 49760255tert-Butyl 4-hydroxy-4-[2-(trifluoromethyl)phenyl]piperidine-1-carboxylate

Sources & evidence

ORD record
ord-3dc9d92193d444da98734d00e20753f8
Source dataset
Validation data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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