Hydrochloric Acid → HCID 66857551, compound

HRID 2037428Notes

Reaction equation

HRID 2037428 reaction equation
[CH3:1][C:2]1([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[O:7][C:6](=[O:8])[N:5]([C@H:9]([C:11]2[CH:12]=[C:13]([CH:21]=[CH:22][CH:23]=2)[O:14][CH2:15][C:16]([O:18]CC)=[O:17])[CH3:10])[CH2:4][CH2:3]1.O.[OH-].[Li+].Cl>C1COCC1.O>[CH3:1][C:2]1([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[O:7][C:6](=[O:8])[N:5]([C@H:9]([C:11]2[CH:12]=[C:13]([CH:21]=[CH:22][CH:23]=2)[O:14][CH2:15][C:16]([OH:18])=[O:17])[CH3:10])[CH2:4][CH2:3]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 58109235HCID 58109235, compound

Product 1

HCID 66857551HCID 66857551, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of ethyl 2-(3-((S)-1-((R/S)-6-methyl-2-oxo-6-phenyl-1,3-oxazinan-3-yl)ethyl)phenoxy)acetate (0.0587 g, 0.148 mmol) and lithium hydroxide monohydrate (0.4275 g, 10.2 mmol) in THF (10 mL) and H2O (10 mL) was vigorously stirred at rt for 2 d. The mixture was treated with 1 N HCl (30 mL), extracted with EtOAc (3×), dried over Na2SO4. After the solvents were evaporated, the crude product was directly used in the next step without further purification. LC-MS tR=1.48 min in 3 min chromatography, m/z 370 (MH+).

Workup

  1. extractionextracted with EtOAc (3×)
  2. dry with materialdried over Na2SO4
  3. customAfter the solvents were evaporated
  4. customthe crude product was directly used in the next step without further purification
  5. waitLC-MS tR=1.48 min in 3 min chromatography, m/z 370 (MH+)

Sources & evidence

ORD record
ord-e39a57fadece4fc2b814ac9155275c94
Source dataset
uspto-grants-2013_11
Patent number
US08575156B2

Reaction notes

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