Di-tert-butyl dicarbonate → tert-butyl N-(prop-2-yn-1-yl)carbamate

HRID 417848Notes

Reaction equation

HRID 417848 reaction equation
[CH2:1]([NH2:4])[C:2]#[CH:3].[O:5](C(OC(C)(C)C)=O)[C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=O>C(Cl)Cl>[C:9]([O:8][C:6](=[O:5])[NH:4][CH2:1][C:2]#[CH:3])([CH3:12])([CH3:11])[CH3:10]

Participants

4

Reactant 2

HCID 90495Di-tert-butyl dicarbonateHCID 239041Propargylamine

Product 1

HCID 11073648tert-butyl N-(prop-2-yn-1-yl)carbamate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of propargylamine (1 g, 18 mmol) in DCM (10 mL) was treated with (BOC)2O (4.0 g, 18 mmol) at rt for 3 h. Evaporation gave the title compound as an oil. 1H NMR (CDCl3) δ 4.80 (s, 1H), 3.93 (s, 2H), 2.23 (t, 1H), 1.47 (s, 9H).

Workup

  1. customEvaporation

Sources & evidence

ORD record
ord-6ad678f0f6354a0e864d4f5db7c8bcfd
Source dataset
uspto-grants-2012_01
Patent number
US08093229B2

Reaction notes

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