Tert-Butylamine → HCID 13756229, compound

HRID 417855Notes

Reaction equation

HRID 417855 reaction equation
C(OS([C:9]1[CH:14]=[CH:13][C:12](C)=CC=1)(=O)=O)CC#C.[C:16]([NH2:20])([CH3:19])([CH3:18])[CH3:17]>CCOCC>[C:16]([NH:20][CH2:9][CH2:14][C:13]#[CH:12])([CH3:19])([CH3:18])[CH3:17]

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 2720203-Butynyl p-toluenesulfonate

Product 1

HCID 13756229HCID 13756229, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of toluene-4-sulfonic acid but-3-ynyl ester (1.57 g, 7.1 mmol) in tert-BuNH2 (3.54 g. 48 mmol) was heated to reflux for 18 h. The reaction mixture was diluted with Et2O (20 mL), filtered, and concentrated to afford the title product. 1H NMR (CDCl3) δ 2.74 (t, 2H), 2.38 (td, 2H), 2.00 (t, 1H), 1.12 (s, 9H).

Workup

  1. temperatureto reflux for 18 h
  2. filtrationfiltered
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-5802b6c84e8d4317aeb3a27c335aa615
Source dataset
uspto-grants-2012_01
Patent number
US08093229B2

Reaction notes

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