4-Nitrophenyl chloroformate → 4-Nitrophenyl 4-(prop-2-ynyl)piperidine-1-carboxylate

HRID 732888Notes

Reaction equation

HRID 732888 reaction equation
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][CH:6]=1)=[O:3].[CH2:14]([CH:17]1[CH2:22][CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19][CH2:18]1)[C:15]#[CH:16]>>[CH2:14]([CH:17]1[CH2:22][CH2:21][N:20]([C:2]([O:4][C:5]2[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][CH:6]=2)=[O:3])[CH2:19][CH2:18]1)[C:15]#[CH:16]

Participants

3

Reactant 2

HCID 821294-Nitrophenyl chloroformateHCID 18187546Tert-butyl 4-(prop-2-yn-1-yl)piperidine-1-carboxylate

Product 1

HCID 578388894-Nitrophenyl 4-(prop-2-ynyl)piperidine-1-carboxylate

Procedure

4-(nitro)phenyl chloroformate (5.0 g, 24.8 mmol) was added to a solution of tert-butyl 4-(prop-2-ynyl)piperidine-1-carboxylate (4.25 g, 19.0 mmol) according to general procedure 1. Yield=5.72 g, 80%. m/z MH+=289.04. HPLC rt=10.4 min.

Workup

  1. customHPLC rt=10.4 min.

Sources & evidence

ORD record
ord-da9bd1bd873c4c3f9e9d3f80dd523fb3
Source dataset
uspto-grants-2009_09
Patent number
US07589076B2

Reaction notes

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