tert-Butyl 4-oxopiperidine-1-carboxylate → 4-[3-(4-Fluoro-phenoxy)-benzylidene]-piperidine-1-carboxylic acid tert-butyl ester

HRID 1666350Notes

Reaction equation

HRID 1666350 reaction equation
C(OP([CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([O:16][C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)[CH:11]=1)(=O)OCC)C.[C:24]([O:28][C:29]([N:31]1[CH2:36][CH2:35][C:34](=O)[CH2:33][CH2:32]1)=[O:30])([CH3:27])([CH3:26])[CH3:25]>>[C:24]([O:28][C:29]([N:31]1[CH2:36][CH2:35][C:34](=[CH:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([O:16][C:17]3[CH:18]=[CH:19][C:20]([F:23])=[CH:21][CH:22]=3)[CH:11]=2)[CH2:33][CH2:32]1)=[O:30])([CH3:27])([CH3:25])[CH3:26]

Participants

3

Reactant 2

HCID 735900tert-Butyl 4-oxopiperidine-1-carboxylateHCID 86623894[3-(4-Fluoro-phenoxy)-benzyl]-phosphonic acid diethyl ester

Product 1

HCID 668762484-[3-(4-Fluoro-phenoxy)-benzylidene]-piperidine-1-carboxylic acid tert-butyl esterYield 78.2%

Procedure

Following the procedure in Example 1, Step 4, using [3-(4-fluoro-phenoxy)-benzyl]-phosphonic acid diethyl ester (1.2 g, 3.5 mmol) (Step 1) and 4-oxo-piperidine-1-carboxylic acid tert-butyl ester (707 mg, 3.55 mmol) yielded the title compound (1.05 g).

Sources & evidence

ORD record
ord-e91563922a8f484db0c65fbdc32574d7
Source dataset
uspto-grants-2011_10
Patent number
US08044052B2

Reaction notes

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