Trifluoroacetic acid → 1-Morpholin-2-YL-ethanone

HRID 1527133Notes

Reaction equation

HRID 1527133 reaction equation
[C:1]([CH:4]1[O:9][CH2:8][CH2:7][N:6](C(OC(C)(C)C)=O)[CH2:5]1)(=[O:3])[CH3:2].C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH:6]1[CH2:7][CH2:8][O:9][CH:4]([C:1](=[O:3])[CH3:2])[CH2:5]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 70990574Tert-butyl 2-acetylmorpholine-4-carboxylate

Product 1

HCID 222635521-Morpholin-2-YL-ethanoneYield 100.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 2-acetylmorpholine-4-carboxylate (6.9 g, 30.0 mmol) in DCM (80 mL) was added TFA (20 mL). The mixture was stirred at room temperature for 4 hr. The reaction mixture was concentrated to give 1-(morpholin-2-yl)ethanone (3.9 g, crude) for next step.

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-8e3a309aaad14614b06b55aba0d5c16e
Source dataset
uspto-grants-2015_07
Patent number
US09085583B2

Reaction notes

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