tert-Butyl 4-oxopiperidine-1-carboxylate → 4-(3-Benzyloxy-benzylidene)-piperidine-1-carboxylic acid tert-butyl ester

HRID 1666347Notes

Reaction equation

HRID 1666347 reaction equation
C(OP([CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=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][CH2:17][C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=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 10336966(3-Benzyloxy-benzyl)-phosphonic acid diethyl ester

Product 1

HCID 668760014-(3-Benzyloxy-benzylidene)-piperidine-1-carboxylic acid tert-butyl esterYield 56.3%

Procedure

Following the procedure in Example 1, Step 4, (3-benzyloxy-benzyl)-phosphonic acid diethyl ester (1.0 g, 3.0 mmol, from Step 1) and 4-oxo-piperidine-1-carboxylic acid tert-butyl ester (500 mg, 2.5 mmol) were used to give the title compound (534 mg).

Sources & evidence

ORD record
ord-58a9a48a956548e49fa05b7fb71bc084
Source dataset
uspto-grants-2011_10
Patent number
US08044052B2

Reaction notes

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