Hydrochloric Acid → HCID 19884827, compound

HRID 846221Notes

Reaction equation

HRID 846221 reaction equation
[C:1]([C:4]1[CH:29]=[CH:28][C:7]([O:8][CH2:9][C:10](=[CH2:27])[CH2:11][O:12][C:13]2[CH:18]=[CH:17][C:16]([C:19](=[O:26])[CH2:20][CH2:21][C:22]([O:24]C)=[O:23])=[CH:15][CH:14]=2)=[C:6]([CH2:30][CH2:31][CH3:32])[C:5]=1[OH:33])(=[O:3])[CH3:2].[OH-].[Na+].Cl>C1COCC1.O>[C:1]([C:4]1[CH:29]=[CH:28][C:7]([O:8][CH2:9][C:10](=[CH2:27])[CH2:11][O:12][C:13]2[CH:18]=[CH:17][C:16]([C:19](=[O:26])[CH2:20][CH2:21][C:22]([OH:24])=[O:23])=[CH:15][CH:14]=2)=[C:6]([CH2:30][CH2:31][CH3:32])[C:5]=1[OH:33])(=[O:3])[CH3:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 19884822HCID 19884822, compound

Product 1

HCID 19884827HCID 19884827, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of the compound from Step B (550 mg, 1.21 mmole) in THF (15 ml) was added 3 ml of 1N NaOH. The mixture was stirred at room temperature for 1.5 hours. The reaction mixture was diluted with H2O (50 ml) and acidified with concentrated HCl to pH=5. A white solid formed which was extracted with methylene chloride (2×). The combined organic extracts were washed with brine, dried (MgSO4) and concentrated in vacuo to yield the title compound as a white solid, m.p. 136°-137°.

Workup

  1. customA white solid formed which
  2. extractionwas extracted with methylene chloride (2×)
  3. washThe combined organic extracts were washed with brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-2ca4eaf4b4a1411b97a5c00a79b33dd4
Source dataset
uspto-grants-1992_08
Patent number
US05135940

Reaction notes

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