Hydrochloric Acid → HCID 21101227, compound

HRID 1352845Notes

Reaction equation

HRID 1352845 reaction equation
[CH3:1][C:2]1[CH:29]=[CH:28][C:5]([C:6]([C:8]2[N:9]([CH2:13]/[CH:14]=[CH:15]/[C:16]3[CH:17]=[C:18]([CH:25]=[CH:26][CH:27]=3)[O:19][CH2:20][C:21]([O:23]C)=[O:22])[CH:10]=[CH:11][CH:12]=2)=[O:7])=[CH:4][CH:3]=1.[OH-].[Li+].O1CCCC1.Cl>CO>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([C:8]2[N:9]([CH2:13]/[CH:14]=[CH:15]/[C:16]3[CH:17]=[C:18]([CH:25]=[CH:26][CH:27]=3)[O:19][CH2:20][C:21]([OH:23])=[O:22])[CH:10]=[CH:11][CH:12]=2)=[O:7])=[CH:28][CH:29]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 10000402HCID 10000402, compound

Product 1

HCID 21101227HCID 21101227, compoundYield 100.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of the compound (153 mg, 0.393 mmol) of Example 1-1 in an aqueous 1N lithium hydroxide solution (1.0 ml), terahydrofuran (1.0 ml) and methanol (1.0 ml) was stirred for 30 minutes at room temperature. Thereto was added diluted hydrochloric acid and the solution was extracted with ethyl acetate. The organic layer was washed with an aqueous saturated sodium chloride solution and dried over magnesium sulfate. The solvent was removed under reduced pressure to give the subject compound (148 mg, 100%).

Workup

  1. extractionthe solution was extracted with ethyl acetate
  2. washThe organic layer was washed with an aqueous saturated sodium chloride solution
  3. dry with materialdried over magnesium sulfate
  4. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-d76898afed74416ba05bd9aa93269f31
Source dataset
uspto-grants-2007_05
Patent number
US07220773B2

Reaction notes

Loading…