1-Bromo-4-fluorobenzene → 1,1-Dimethylethyl 4-{2-[(4-bromophenyl)-oxy]ethyl}-1-piperidinecarboxylate

HRID 912741Notes

Reaction equation

HRID 912741 reaction equation
[OH:1][CH2:2][CH2:3][CH:4]1[CH2:9][CH2:8][N:7]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:6][CH2:5]1.[Br:17][C:18]1[CH:23]=[CH:22][C:21](F)=[CH:20][CH:19]=1>>[Br:17][C:18]1[CH:23]=[CH:22][C:21]([O:1][CH2:2][CH2:3][CH:4]2[CH2:5][CH2:6][N:7]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:8][CH2:9]2)=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 99931-Bromo-4-fluorobenzeneHCID 8541401-(tert-Butoxycarbonyl)-4-(2-hydroxyethyl)piperidine

Product 1

HCID 190341531,1-Dimethylethyl 4-{2-[(4-bromophenyl)-oxy]ethyl}-1-piperidinecarboxylateYield 127%

Procedure

The procedure described in Example 4.1. is repeated. Starting from 1.93 g (8.4 mmol) of 1,1-dimethylethyl 4-(2-hydroxyethyl)-1-piperidine-carboxylate and 5.88 g (33.6 mmol) of 1-bromo-4-fluorobenzene gives 4.1 g of crude product in oil form.

Sources & evidence

ORD record
ord-8992b5a8046c4ffbbb2b6f09d4811536
Source dataset
uspto-grants-2011_09
Patent number
US08026258B2

Reaction notes

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