Acetic Acid → HCID 118107616, compound

HRID 524629Notes

Reaction equation

HRID 524629 reaction equation
[OH:1][CH2:2][CH2:3][NH:4][C:5]([C@@H:7]1[CH2:12][O:11][CH2:10][CH2:9][N:8]1C(OC(C)(C)C)=O)=[O:6].[ClH:20].[C:21](O)(=[O:23])[CH3:22]>CCOC(C)=O>[ClH:20].[C:21]([O:1][CH2:2][CH2:3][NH:4][C:5]([C@@H:7]1[CH2:12][O:11][CH2:10][CH2:9][NH:8]1)=[O:6])(=[O:23])[CH3:22]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 118107521HCID 118107521, compound

Product 1

HCID 118107616HCID 118107616, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of (S)-tert-butyl 3-((2-hydroxyethyl)carbamoyl)morpholine-4-carboxylate (0.33 g, 1.2 mmol) in glacial acetic acid (0.5 mL) was added a solution of HCl in EtOAc (6 mol/L, 15 mL), then the mixture was stirred closedly at 25° C. for 12 hours. The mixture was concentrated in vacuo to give the title compound as glutinous semisolid (0.21 g, 70%). The compound was characterized by the following spectroscopic data:

Workup

  1. concentrationThe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-b19a10b0f1634644b8947a6524190b65
Source dataset
uspto-grants-2016_05
Patent number
US09340538B2

Reaction notes

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