2-(Bromomethyl)benzonitrile → HCID 54139416, compound

HRID 1858573Notes

Reaction equation

HRID 1858573 reaction equation
[OH:1][CH:2]1[CH:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:6][CH2:5][N:4]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:3]1.Br[CH2:22][C:23]1[CH:30]=[CH:29][CH:28]=[CH:27][C:24]=1[C:25]#[N:26]>>[C:25]([C:24]1[CH:27]=[CH:28][CH:29]=[CH:30][C:23]=1[CH2:22][O:1][CH:2]1[CH:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:6][CH2:5][N:4]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:3]1)#[N:26]

Participants

3

Reactant 2

HCID 895992-(Bromomethyl)benzonitrileHCID 20664715tert-Butyl 3-hydroxy-4-phenylpiperidine-1-carboxylate

Product 1

HCID 54139416HCID 54139416, compound

Procedure

In an analogous manner to that described in Example 1(g), by alkylating tert-butyl (3RS,4RS)-3-hydroxy-4-phenyl-piperidine-1-carboxylate [Example 2(a)] with 2-bromomethylbenzonitrile there was obtained tert-butyl (3RS,4RS)-3-(2-cyano-benzyloxy)-4-phenyl-piperidine-1-carboxylate as a colourless oil; MS: 393 (M+H)+.

Sources & evidence

ORD record
ord-eda25d84ec154961904088f8e5e4a77d
Source dataset
uspto-grants-2000_11
Patent number
US06150526

Reaction notes

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