Sodium Hydroxide → HCID 15872431, compound

HRID 1530866Notes

Reaction equation

HRID 1530866 reaction equation
C([O:9][CH:10]([CH2:32][O:33][P:34]([OH:37])([OH:36])=[O:35])[CH2:11][NH:12][C:13](=[O:31])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]/[CH:21]=[CH:22]\[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])(=O)C1C=CC=CC=1.[OH-].[Na+]>ClCCl>[OH:9][CH:10]([CH2:32][O:33][P:34]([OH:36])([OH:37])=[O:35])[CH2:11][NH:12][C:13](=[O:31])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]/[CH:21]=[CH:22]\[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 69746062HCID 69746062, compound

Product 1

HCID 15872431HCID 15872431, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

12 (1.76 mmol) is dissolved in 20 ml of dichloromethane, and 50 ml of a 1% methanolic NaOH solution is added. This is concentrated after 20 hours at room temperature, and the residue is acidified with 1N HCl. The mixture is extracted with ethyl acetate. The combined organic phases are washed with 50 ml of H2O and dried over MGSO4, filtrated and concentrated. The residue is treated with methanol. Yield: 82% of colorless crystals.

Workup

  1. concentrationThis is concentrated after 20 hours at room temperature
  2. extractionThe mixture is extracted with ethyl acetate
  3. washThe combined organic phases are washed with 50 ml of H2O
  4. customdried over MGSO4
  5. filtrationfiltrated
  6. concentrationconcentrated
  7. additionThe residue is treated with methanol

Sources & evidence

ORD record
ord-9781098fb35546a3ac9845a78bbd5544
Source dataset
uspto-grants-2001_03
Patent number
US06197759B1

Reaction notes

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