Benzyl chloroformate → Benzyl 4-prop-2-ynylpiperidine-1-carboxylate

HRID 732886Notes

Reaction equation

HRID 732886 reaction equation
Cl[C:2]([O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=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][CH2:5][C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)=[O:3])[CH2:17][CH2:16]1)[C:13]#[CH:14]

Participants

3

Reactant 2

HCID 10387Benzyl chloroformateHCID 18187546Tert-butyl 4-(prop-2-yn-1-yl)piperidine-1-carboxylate

Product 1

HCID 57838958Benzyl 4-prop-2-ynylpiperidine-1-carboxylate

Procedure

Benzyl chloroformate (6.9 g, 40.4 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=0.700 g, 37%. m/z MH+=258.02. HPLC rt=10.2 min.

Workup

  1. customHPLC rt=10.2 min.

Sources & evidence

ORD record
ord-e97da4530ae94c1dbf638a0a8b542636
Source dataset
uspto-grants-2009_09
Patent number
US07589076B2

Reaction notes

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