Hydrochloric Acid → HCID 57974066, compound

HRID 1866641Notes

Reaction equation

HRID 1866641 reaction equation
[CH3:1][C@H:2]1[O:7][CH2:6][C@@H:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:4]([CH2:14][C:15]([O:17]CC)=[O:16])[C:3]1=[O:20].[Li+:21].[OH-].Cl>C1COCC1.O>[CH3:1][C@@H:2]1[O:7][CH2:6][C@@H:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:4]([CH2:14][C:15]([O-:17])=[O:16])[C:3]1=[O:20].[Li+:21]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 86616391HCID 86616391, compound

Product 1

HCID 57974066HCID 57974066, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl [(2R,5R)-2-methyl-3-oxo-5-phenylmorpholin-4-yl]acetate from Step C (590 mg, 2.13 mmol) in THF (5 mL) and H2O (5 mL) was added 1 N aqueous LiOH (2.55 mL, 2.55 mmol) and the resulting mixture was stirred at ambient temperature for 18 h. The mixture was adjusted to pH 6 by addition of 1 N HCl and concentrated to dryness in vacuo to give the title compound. MS: m/z=250 (M+1).

Workup

  1. concentrationconcentrated to dryness in vacuo

Sources & evidence

ORD record
ord-a0708860b3da42d695336bbd49df5480
Source dataset
uspto-grants-2009_12
Patent number
US07629338B2

Reaction notes

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