Sodium Hydroxide → HCID 19068157, compound

HRID 1957577Notes

Reaction equation

HRID 1957577 reaction equation
[C:1]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][CH2:16][O:17][C:18]2[CH:22]=[C:21]([C:23]([O:25]C)=[O:24])[O:20][N:19]=2)[CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[OH-].[Na+]>CO>[C:1]([N:8]1[CH2:9][CH2:10][CH:11]([CH2:14][CH2:15][CH2:16][O:17][C:18]2[CH:22]=[C:21]([C:23]([OH:25])=[O:24])[O:20][N:19]=2)[CH2:12][CH2:13]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19068171HCID 19068171, compound

Product 1

HCID 19068157HCID 19068157, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 3-6 (580 mg, 1.6 mmol), 1N NaOH (3.1 mL, 3.1 mmol), and CH3OH (8 mL) was stirred at ambient temperature for 1.0 h. The reaction was then concentrated and the resulting gum acidified with 1M NaHSO4. The aqueous layer was saturated with NaCl and then extracted with ether. The extracts were combined, dried (MgSO4) and concentrated to give 3-7 as a viscous gum. Rf 0.20 (silica, 9/0.5/0.5 CH2Cl2/CH3OH/HOAc).

Workup

  1. concentrationThe reaction was then concentrated
  2. extractionextracted with ether
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-9f21d1109f1642879f64c6683b606e68
Source dataset
uspto-grants-1998_07
Patent number
US05786373

Reaction notes

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