Trifluoroacetic acid → HCID 86718993, compound

HRID 1746277Notes

Reaction equation

HRID 1746277 reaction equation
[CH2:1]([O:4][CH:5]([CH2:15][O:16][CH2:17][C:18]#[CH:19])[CH2:6][NH:7]C(=O)OC(C)(C)C)[C:2]#[CH:3].C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:1]([O:4][CH:5]([CH2:15][O:16][CH2:17][C:18]#[CH:19])[CH2:6][NH2:7])[C:2]#[CH:3]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86718994HCID 86718994, compound

Product 1

HCID 86718993HCID 86718993, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To tert-butyl 2,3-bis(prop-2-ynyloxy)propylcarbamate (I-13a:1.583 g, 5.92 mmol) in CH2Cl2 (23.69 mL) at 0° C. was added TFA (4.56 mL, 59.2 mmol). The mixture was stirred at room temperature for 2 h. Concentrated, and put on pump for 16 h, giving 2,3-bis(prop-2-ynyloxy)propan-1-amine as a yellow oil used as is for next step. LC-MS (M+1) 168.1, t=0.44 minute.

Workup

  1. concentrationConcentrated
  2. waitput on pump for 16 h

Sources & evidence

ORD record
ord-1044f07fa3f54c839d3d8ae456391a59
Source dataset
uspto-grants-2015_10
Patent number
US09149541B2

Reaction notes

Loading…