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

HRID 1363956Notes

Reaction equation

HRID 1363956 reaction equation
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:3].[CH2:11]([CH:14]1[CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16][CH2:15]1)[C:12]#[CH:13]>>[CH2:11]([CH:14]1[CH2:19][CH2:18][N:17]([C:2]([O:4][C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)=[O:3])[CH2:16][CH2:15]1)[C:12]#[CH:13]

Participants

3

Reactant 2

HCID 15891Phenyl chloroformateHCID 18187546Tert-butyl 4-(prop-2-yn-1-yl)piperidine-1-carboxylate

Product 1

HCID 57838938Phenyl 4-(prop-2-ynyl)piperidine-1-carboxylate

Procedure

Phenyl chloroformate (6.2 g, 40.2 mmol) was added to a solution of tert-butyl 4-(prop-2-ynyl)piperidine-1-carboxylate (1.65 g, 13.4 mmol) according to general procedure 1. Yield=0.600 g, 34%. m/z MH+=244.08. HPLC rt=10.3 min.

Workup

  1. customHPLC rt=10.3 min.

Sources & evidence

ORD record
ord-ace3c6a7acb94ecfb1f818d28f02323e
Source dataset
uspto-grants-2011_02
Patent number
US07888329B2

Reaction notes

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