Hydrochloric Acid → Aladorian

HRID 1917060Notes

Reaction equation

HRID 1917060 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[S:12][CH2:11][CH2:10][N:9]([C:13](=[O:18])[C:14]([O:16]C)=[O:15])[CH2:8][C:7]=2[CH:19]=1.Cl>C1COCC1.CO.[OH-].[Na+]>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[S:12][CH2:11][CH2:10][N:9]([C:13](=[O:18])[C:14]([OH:16])=[O:15])[CH2:8][C:7]=2[CH:19]=1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 16118509HCID 16118509, compound

Product 1

HCID 11161474AladorianYield 85.3%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolventHCID 14798Sodium HydroxideSolvent

Procedure

Compound 5 (740 mg) was dissolved in 30 mL of a mixture of THF, methanol and 1 M NaOH (1:1:1). The solution was stirred at r.t. for 6 hr and acidified with 1 N HCl. The organic solvent was removed and the resulting solid was collected and washed with water. The solid was dried under vacuum to give 600 mg solid with the yield of 85%.

Workup

  1. customThe organic solvent was removed
  2. customthe resulting solid was collected
  3. washwashed with water
  4. customThe solid was dried under vacuum

Sources & evidence

ORD record
ord-51f33100bfab4e48b5c00de72f4b3123
Source dataset
uspto-grants-2013_12
Patent number
US08618282B2

Reaction notes

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