Trifluoroacetic acid → (S)-N-(morpholin-2-ylmethyl)acetamide

HRID 594034Notes

Reaction equation

HRID 594034 reaction equation
C(O)(C(F)(F)F)=O.[C:8]([NH:11][CH2:12][C@H:13]1[O:18][CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14]1)(=[O:10])[CH3:9]>ClCCl>[NH:15]1[CH2:16][CH2:17][O:18][C@H:13]([CH2:12][NH:11][C:8](=[O:10])[CH3:9])[CH2:14]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 90408801(R)-tert-butyl 2-(acetamidomethyl)morpholine-4-carboxylate

Product 1

HCID 90409089(S)-N-(morpholin-2-ylmethyl)acetamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a 4:1 solution of dichloromethane and TFA (0.1 M) was added (R)-tert-butyl 2-(acetamidomethyl)morpholine-4-carboxylate. After 1 h the solution was then concentrated in vacuo to give crude (S)—N-(morpholin-2-ylmethyl)acetamide which was used in the next step without further purification. LCMS (m/z) (M+H)=159.0, Rt=0.11 min.

Workup

  1. concentrationAfter 1 h the solution was then concentrated in vacuo

Sources & evidence

ORD record
ord-db2870fc1fef4666b9c144c5d552328c
Source dataset
uspto-grants-2016_01
Patent number
US09242969B2

Reaction notes

Loading…