Cyclopentanecarbonyl chloride → Ethyl 1-(cyclopentylcarbonyl)-5-(4-ethylphenyl)piperidine-3-carboxylate

HRID 876222Notes

Reaction equation

[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:14][NH:13][CH2:12][CH:11]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:10]2)=[CH:5][CH:4]=1)[CH3:2].[CH:20]1([C:25](Cl)=[O:26])[CH2:24][CH2:23][CH2:22][CH2:21]1>>[CH:20]1([C:25]([N:13]2[CH2:14][CH:9]([C:6]3[CH:5]=[CH:4][C:3]([CH2:1][CH3:2])=[CH:8][CH:7]=3)[CH2:10][CH:11]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:12]2)=[O:26])[CH2:24][CH2:23][CH2:22][CH2:21]1

Participants

Reactant 2

HCID 78284Cyclopentanecarbonyl chloride

HCID 58002384Ethyl 5-(4-ethylphenyl)piperidine-3-carboxylate

Product 1

HCID 58002263Ethyl 1-(cyclopentylcarbonyl)-5-(4-ethylphenyl)piperidine-3-carboxylate

Procedure

5.2 g (14.0 mmol) of ethyl 5-(4-ethylphenyl)piperidine-3-carboxylate and 2.1 g (2.1 mmol, 1.2 eq.) of cyclopentanecarbonyl chloride were reacted according to General Method 3A. Yield: 4.8 g (96% of theory)

Sources & evidence

ORD record: ord-c247079ce5814b4798c07e252a65fe81
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08987248B2

Reaction notes

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