Hydrochloric Acid → HCID 59738470, compound

HRID 1186027Notes

Reaction equation

HRID 1186027 reaction equation
[OH-].[Na+].[CH2:3]([N:10]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2[C:25]([C:30]([O:32]C)=[O:31])=[CH:26][CH:27]=[CH:28][CH:29]=2)=[CH:20][CH:19]=1)[C:11](=[O:16])[CH2:12][CH2:13][CH2:14][CH3:15])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.O1CCOCC1.Cl>CO>[CH2:3]([N:10]([CH2:17][C:18]1[CH:19]=[CH:20][C:21]([C:24]2[C:25]([C:30]([OH:32])=[O:31])=[CH:26][CH:27]=[CH:28][CH:29]=2)=[CH:22][CH:23]=1)[C:11](=[O:16])[CH2:12][CH2:13][CH2:14][CH3:15])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 68521431HCID 68521431, compound

Product 1

HCID 59738470HCID 59738470, compoundYield 85.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
80 °C

Procedure

5 mol/L sodium hydroxide solution (0.3 mL) was added to the compound (45 mg) prepared in Example 6 in a mixed solution of dioxane (2 mL) and methanol (1 mL) and stirred for 2 hours at 80° C. To acidify, 1 mol/L hydrochloric acid was added to the concentrated reaction mixture to be extracted with ethyl acetate. The organic layer was washed with saturated sodium and dried by anhydrous sodium sulfate, and then concentrated to obtain the titled compound (37 mg) having the following physical data.

Workup

  1. extractionto be extracted with ethyl acetate
  2. washThe organic layer was washed with saturated sodium
  3. dry with materialdried by anhydrous sodium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-e9b63fd6b8304dbfbed9de3a6ee8f5d5
Source dataset
uspto-grants-2014_03
Patent number
US08673889B2

Reaction notes

Loading…