Lithium Hydroxide → HCID 67625474, compound

HRID 2394305Notes

Reaction equation

HRID 2394305 reaction equation
[OH-].[Li+].[C:3]([O:7][C:8]([NH:10][CH:11]([CH2:16][N:17]([C:27]([O:29][CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)=[O:28])[CH2:18][C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[C:21]([Cl:26])[CH:20]=1)[C:12]([O:14]C)=[O:13])=[O:9])([CH3:6])([CH3:5])[CH3:4]>O1CCCC1.O.Cl>[C:3]([O:7][C:8]([NH:10][CH:11]([CH2:16][N:17]([C:27]([O:29][CH2:30][C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1)=[O:28])[CH2:18][C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[C:21]([Cl:26])[CH:20]=1)[C:12]([OH:14])=[O:13])=[O:9])([CH3:6])([CH3:4])[CH3:5]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 67625007HCID 67625007, compound

Product 1

HCID 67625474HCID 67625474, compoundYield 101.8%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 21881883Oxolane--water (1/1)Solvent

Procedure

Lithium hydroxide (62.4 mg) was added to a solution of the product of step (b) (1.0 g) in tetrahydrofuran/water (30 ml). The resulting solution was stirred at room temperature for 4 hours, diluted with 1N HCl (50 ml) and extracted with ethyl acetate (3×50 ml). The combined organic fractions were dried (MgSO4) and the solvent was evaporated under reduced pressure to give the title compound as a colourless foam (990 mg). NMR δH (360 MHz, CDCl3) 1.44 (9H, s), 3,49 (2H, m), 4.51 (3H, m), 5.17 (2H, m), 5.79 (1H, br s), 7.20-7.42 (8H, m). m/e (CI+) 497 (MH+).

Workup

  1. extractionextracted with ethyl acetate (3×50 ml)
  2. dry with materialThe combined organic fractions were dried (MgSO4)
  3. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-25c7c99ed65c411a8ebbcc9d469c6ceb
Source dataset
uspto-grants-1998_09
Patent number
US05811431

Reaction notes

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