2,2,6,6-Tetramethylpiperidine → 1-(3-Bromo-2-fluoro-phenyl)-4-dimethylamino-cyclohexanol

Reaction equation

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

Participants

Reactant 4

HCID 130352,2,6,6-Tetramethylpiperidine

HCID 612591-Bromo-2-fluorobenzene

HCID 103745454-(Dimethylamino)cyclohexan-1-one

HCID 178418339Butyllithium

Product 1

HCID 588523751-(3-Bromo-2-fluoro-phenyl)-4-dimethylamino-cyclohexanol

Sources & evidence

ORD record: ord-10df4dd040b3413291f3d2a543c81710
Source dataset: Training data from https://doi.org/10.1039/C8SC04228D (8/10)
DOI: 10.1039/C8SC04228D

Reaction notes

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