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

HRID 732890Notes

Reaction equation

HRID 732890 reaction equation
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][C:8]([F:11])=[CH:7][CH:6]=1)=[O:3].[CH2:12]([CH:15]1[CH2:20][CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17][CH2:16]1)[C:13]#[CH:14]>>[CH2:12]([CH:15]1[CH2:20][CH2:19][N:18]([C:2]([O:4][C:5]2[CH:10]=[CH:9][C:8]([F:11])=[CH:7][CH:6]=2)=[O:3])[CH2:17][CH2:16]1)[C:13]#[CH:14]

Participants

3

Reactant 2

HCID 27332564-Fluorophenyl chloroformateHCID 18187546Tert-butyl 4-(prop-2-yn-1-yl)piperidine-1-carboxylate

Product 1

HCID 578389024-Fluorophenyl 4-(prop-2-ynyl)piperidine-1-carboxylate

Procedure

4-(fluoro)phenyl chloroformate (5.00 g, 28.6 mmol) was added to a solution of tert-butyl 4-(prop-2-ynyl)piperidine-1-carboxylate (4.90 g, 21.9 mmol) according to general procedure 1. Yield=5.54 g, 99%. m/z MH+=262.03. HPLC rt=10.6 min.

Workup

  1. customHPLC rt=10.6 min.

Sources & evidence

ORD record
ord-58fa0fae78384918995eb9e103ecb93f
Source dataset
uspto-grants-2009_09
Patent number
US07589076B2

Reaction notes

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