Potassium Carbonate → HCID 53761535, compound

HRID 1858689Notes

Reaction equation

HRID 1858689 reaction equation
[OH:1][CH:2]1[CH:7]([C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)[CH2:6][CH2:5][N:4]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:3]1.Br[CH2:23][CH:24]1[O:28][CH2:27][CH2:26][O:25]1.C(=O)([O-])[O-].[K+].[K+]>>[O:25]1[CH2:26][CH2:27][O:28][CH:24]1[CH2:23][O:14][C:11]1[CH:10]=[CH:9][C:8]([CH:7]2[CH2:6][CH2:5][N:4]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:3][CH:2]2[OH:1])=[CH:13][CH:12]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 780681,3-Dioxolane, 2-(bromomethyl)-HCID 21713087(3S,4S)-tert-Butyl 3-hydroxy-4-(4-hydroxyphenyl)piperidine-1-carboxylate

Product 1

HCID 53761535HCID 53761535, compound

Procedure

In an analogous manner to the procedure described in Example 14, by alkylating tert-butyl (3RS,4RS)-3-hydroxy-4-(4-hydroxy-phenyl)-piperidine-1-carboxylate with 2-bromomethyl-1,3-dioxolane in the presence of potassium carbonate there was obtained tert-butyl (3RS,4RS)-4-[4-([1,3]dioxolan-2-ylmethoxy)-phenyl]-3-hydroxy-piperidine-1-carboxylate as a colourless solid; m.p.: 136-137° C. (hexane).

Sources & evidence

ORD record
ord-7d03e48d9b874c85856160b6fc3846d3
Source dataset
uspto-grants-2000_11
Patent number
US06150526

Reaction notes

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