Hydrochloric Acid → HCID 86759651, compound

HRID 1815966Notes

Reaction equation

HRID 1815966 reaction equation
[N:1]([C@H:4]([CH3:25])[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]3[O:18][CH2:17][CH:16]([O:19]C(OCC)C)[CH2:15][C:13]3=2)[CH:8]=[N:7]1)=[N+:2]=[N-:3].Cl.C(=O)(O)[O-].[Na+]>C1COCC1>[N:1]([C@H:4]([CH3:25])[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]3[O:18][CH2:17][CH:16]([OH:19])[CH2:15][C:13]3=2)[CH:8]=[N:7]1)=[N+:2]=[N-:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 86759650HCID 86759650, compound

Product 1

HCID 86759651HCID 86759651, compoundYield 92.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a mixture of the product from Step H (0.30 g, 0.87 mmol) in THF (50 mL) was added 1 N HCl (20 mL). After stirring for 40 min a saturated solution of sodium bicarbonate (80 mL) was added and the mixture was extracted with EtOAc (3×50 mL). The combined extracts were dried and evaporated to a residue, which was purified by chromatography (silica, 20% to 50% EtOAc/hexane) to give an oil (0.22 g, 92%).

Workup

  1. additionwas added
  2. extractionthe mixture was extracted with EtOAc (3×50 mL)
  3. customThe combined extracts were dried
  4. customevaporated to a residue, which
  5. customwas purified by chromatography (silica, 20% to 50% EtOAc/hexane)

Sources & evidence

ORD record
ord-e70638ce70a14d9f8a7a3976b1ae3a91
Source dataset
uspto-grants-2005_04
Patent number
US06881749B2

Reaction notes

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